1436:
1394:
1415:
421:
246:
778:
27:
768:
773:
783:
1738:. However, the rate order in alcohol is 1.5, while carbonyl compound and borohydride are both first order, suggesting a mechanism more complex than one involving a six-membered transition state that includes only a single alcohol molecule. It was suggested that the simultaneous activation of the carbonyl compound and borohydride occurs, via interaction with the alcohol and alkoxide ion, respectively, and that the reaction proceeds through an open transition state.
883:
878:
58:
36:
1067:
49:
2625:; Abraham, B.; Bond, A. C.; Davidson, N.; Finholt, A. E.; Gilbreath, J. R.; Hoekstra, H.; Horvitz, L.; Hyde, E. K.; Katz, J. J.; Knight, J.; Lad, R. A.; Mayfield, D. L.; Rapp, L.; Ritter, D. M.; Schwartz, A. M.; Sheft, I.; Tuck, L. D.; Walker, A. O. (1953). "New developments in the chemistry of diborane and the borohydrides. General summary".
882:
1777:
to sodium borohydride in refluxing THF, reduces esters to the corresponding alcohols. Mixing water or an alcohol with the borohydride converts some of it into unstable hydride ester, which is more efficient at reduction, but the reductant eventually decomposes spontaneously to produce hydrogen gas
1733:
Nevertheless, an alcohol, often methanol or ethanol, is generally the solvent of choice for sodium borohydride reductions of ketones and aldehydes. The mechanism of ketone and aldehyde reduction has been scrutinized by kinetic studies, and contrary to popular depictions in textbooks, the mechanism
884:
2910:
Schubert, F.; Lang, K.; Burger, A. (1960) "Alkali metal borohydrides" (Bayer). German patent DE 1088930 19600915 (ChemAbs: 55:120851). Supplement to. to Ger. 1,067,005 (CA 55, 11778i). From the abstract: "Alkali metal borosilicates are treated with alkali metal hydrides in approx. 1:1 ratio at
2291:
vehicles, as it is safer (being stable in dry air) and more efficient on a weight basis than most other alternatives. The hydrogen can be released by simple hydrolysis of the borohydride. However, such a usage would need a cheap, relatively simple, and energy-efficient process to recycle the
881:
3083:
Wigfield, Donald C.; Gowland, Frederick W. (March 1977). "The kinetic role of hydroxylic solvent in the reduction of ketones by sodium borohydride. New proposals for mechanism, transition state geometry, and a comment on the origin of stereoselectivity".
1734:
does not involve a 4-membered transition state like alkene hydroboration, or a six-membered transition state involving a molecule of the alcohol solvent. Hydrogen-bonding activation is required, as no reduction occurs in an aprotic solvent like
2188:
reacts with water and alcohols, with evolution of hydrogen gas and formation of the corresponding borate, the reaction being especially fast at low pH. Exploiting this reactivity, sodium borohydride has been studied as a prototypes of the
1778:
and borates. The same reaction can also occur intramolecularly: an α-ketoester converts into a diol, since the alcohol produced attacks the borohydride to produce an ester of the borohydride, which then reduces the neighboring ester.
2538:
1653:, depending on the conditions. Most typically, it is used in the laboratory for converting ketones and aldehydes to alcohols. These reductions proceed in two stages, formation of the alkoxide followed by hydrolysis:
1287:; however, these reactions are fairly slow. Complete decomposition of a methanol solution requires nearly 90 min at 20 °C. It decomposes in neutral or acidic aqueous solutions, but is stable at pH 14.
906:
791:
3623:
748:
3236:
Nora de Souza, Marcus Vinícius; Alves
Vasconcelos; Thatyana Rocha (1 November 2006). "Recent methodologies mediated by sodium borohydride in the reduction of different classes of compounds".
1507:
Millions of kilograms are produced annually, far exceeding the production levels of any other hydride reducing agent. In the Bayer process, it is produced from inorganic borates, including
3146:
da Costa, Jorge C.S.; Pais, Karla C.; Fernandes, Elisa L.; de
Oliveira, Pedro S. M.; Mendonça, Jorge S.; de Souza, Marcus V. N.; Peralta, Mônica A.; Vasconcelos, Thatyana R.A. (2006).
2824:
Kim, E.; Kumar, R.; Weck, P. F.; Cornelius, A. L.; Nicol, M.; Vogel, S. C.; Zhang, J.; Hartl, M.; Stowe, A. C.; Daemen, L.; Zhao, Y. (2007). "Pressure-driven phase transitions in NaBH
1730:
at room temperature or below. It reduces esters slowly and inefficiently with excess reagent and/or elevated temperatures, while carboxylic acids and amides are not reduced at all.
3451:
Eun Hee Park, Seong Uk Jeong, Un Ho Jung, Sung Hyun Kim, Jaeyoung Lee, Suk Woo Nam, Tae Hoon Lim, Young Jun Park, Yong Ho Yuc (2007): "Recycling of sodium metaborate to borax".
1467:
production, the Brown-Schlesinger process and the Bayer process are the most popular methods. In the Brown-Schlesinger process sodium borohydride is industrially prepared from
3209:
Periasamy, Mariappan; Thirumalaikumar, Muniappan (2000). "Methods of enhancement of reactivity and selectivity of sodium borohydride for applications in organic synthesis".
3830:
3491:
Hasan K. Atiyeh and Boyd R. Davis (2007): "Separation of sodium metaborate from sodium borohydride using nanofiltration membranes for hydrogen storage application".
4978:
4749:
2723:
Lo, Chih-ting F.; Karan, Kunal; Davis, Boyd R. (2007). "Kinetic
Studies of Reaction between Sodium Borohydride and Methanol, Water, and Their Mixtures".
5350:
4607:
4581:
1080:
2870:
3438:
2462:
5363:
2967:
Banfi, Luca; Narisano, Enrica; Riva, Renata; Stiasni, Nikola; Hiersemann, Martin; Yamada, Tohru; Tsubo, Tatsuyuki (2014), "Sodium
Borohydride",
2588:
Banfi, Luca; Narisano, Enrica; Riva, Renata; Stiasni, Nikola; Hiersemann, Martin; Yamada, Tohru; Tsubo, Tatsuyuki (2014). "Sodium
Borohydride".
3032:
2510:
3618:
3147:
5263:
474:
5448:
4705:
1791:
Many additives for modifying the reactivity of sodium borohydride have been developed as indicated by the following incomplete listing.
3672:
899:
2337:, a milder reductant owing to the presence of more electron-withdrawing cyanide in place of hydride. Useful for reductive aminations.
3641:
1163:, who led a team seeking volatile uranium compounds. Results of this wartime research were declassified and published in 1953.
3568:
1075:
3633:
3603:
3278:
2887:
2486:
2387:
695:
3526:; Aguey-Zinsou, Kondo François (2012). "Core–Shell Strategy Leading to High Reversible Hydrogen Storage Capacity for NaBH
913:
722:
3310:
2921:
2690:
2401:
3148:"Simple reduction of ethyl, isopropyl and benzyl aromatic esters to alcohols using sodium borohydride-methanol system"
3384:
3351:
3059:
3008:
2984:
2710:
2605:
2562:
435:
2653:
892:
5034:
1312:
26:
1087:
5051:
289:
2318:
Many derivatives and analogues of sodium borohydride exhibit modified reactivity of value in organic synthesis.
2299:
Although practical temperatures and pressures for hydrogen storage have not been achieved, in 2012 a core–shell
3665:
3471:
Z. P. Li, B. H. Liu. K. Arai, N. Morigazaki, S. Suda (2003): "Protide compounds in hydrogen storage systems".
3111:
Wigfield, Donald C. (January 1979). "Stereochemistry and mechanism of ketone reductions by hydride reagents".
2233:
from sulfur dioxide: Sodium dithionite is used as a bleaching agent for wood pulp and in the dyeing industry.
1435:
1393:
4818:
4786:
1414:
86:
3517:
2481:. William M. Haynes, David R. Lide, Thomas J. Bruno (2016-2017, 97th ed.). Boca Raton, Florida. 2016.
2322:
2190:
1049:
831:
811:
368:
241:
3628:
5067:
4461:
4241:
3268:
399:
153:
845:
777:
4830:
4429:
4382:
4370:
2514:
2328:
2042:
1160:
5433:
4481:
4471:
4310:
3658:
2534:
2360:
1957:
deoxygenation of sulfoxides, hydrogenolysis of aryl tosylates, desulfurization, reduction of nitriles
1045:
253:
2325:, a milder reductant owing to the presence of more electron-withdrawing acetate in place of hydride.
416:
5443:
5338:
4453:
4413:
2331:, a stronger reductant owing to the presence of electron-donating ethyl groups in place of hydride.
938:
841:
283:
2303:
of sodium borohydride was used to store, release and reabsorb hydrogen under moderate conditions.
4503:
2478:
CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data
2334:
2236:
It has been tested as pretreatment for pulping of wood, but is too costly to be commercialized.
2009:
1018:
1002:
3512:
3401:
2777:
Filinchuk, Y.; Talyzin, A. V.; Chernyshov, D.; Dmitriev, V. (2007). "High-pressure phase of NaBH
767:
4326:
4266:
4253:
2306:
Skilled professional conservator/restorers have used sodium borohydride to minimize or reverse
1970:
1715:
671:
2936:"A Recycling Hydrogen Supply System of NaBH4 Based on a Facile Regeneration Process: A Review"
1268:
powder that often forms lumps. It can be purified by recrystallization from warm (50 °C)
782:
5438:
5022:
4653:
3432:
2673:
Banfi, L.; Narisano, E.; Riva, R.; Stiasni, N.; Hiersemann, M. (2004). "Sodium
Borohydride".
2456:
1814:
1748:
in a 1,4-sense, although mixtures are often formed. Addition of cerium chloride improves the
805:
760:
215:
200:
76:
5295:
5254:
5010:
4938:
4858:
4661:
4536:
4229:
4217:
4066:
3816:
2790:
2434:
1874:
1850:
772:
377:
193:
121:
114:
8:
4990:
4966:
4950:
4886:
4669:
4627:
4586:
4552:
4294:
4282:
3909:
3802:
3367:
Lucas, C. R. (1977). "Bis(η -Cyclopentadienyl) [Tetrahydroborato(1−)]Titanium".
2705:
Brown, H. C. "Organic
Syntheses via Boranes" John Wiley & Sons, Inc. New York: 1975.
2342:
2264:
2256:
1949:
1942:
1832:
1172:
1033:
849:
104:
2794:
2438:
420:
245:
173:
5279:
5242:
4648:
4599:
4201:
4098:
4034:
3938:
3930:
3788:
3048:
3026:
2806:
2504:
2053:
1913:
1650:
1508:
1111:
3480:
3222:
3195:
2527:
5210:
5169:
5123:
4733:
4640:
4619:
4568:
4512:
4394:
4154:
4114:
4082:
4050:
3959:
3754:
3707:
3599:
3549:
3523:
3420:
3380:
3347:
3306:
3274:
3128:
3124:
3065:
3055:
3014:
3004:
2980:
2893:
2883:
2845:
2810:
2706:
2686:
2627:
2601:
2558:
2492:
2482:
2397:
2293:
2245:
2230:
2017:
reduction of disulfides, reduction of azides to amines, cleavage of allyl aryl ethers
1895:
857:
599:
333:
318:
3638:
2620:
311:
5096:
4914:
4898:
4806:
4794:
4765:
4677:
4421:
4162:
4026:
4018:
3975:
3880:
3821:
3783:
3681:
3593:
3541:
3500:
3496:
3476:
3460:
3456:
3372:
3339:
3298:
3245:
3218:
3191:
3120:
3093:
2972:
2947:
2875:
2837:
2798:
2759:
2732:
2678:
2635:
2622:
2593:
2442:
2284:
1931:
1749:
1479:
1339:
1265:
1145:
1115:
630:
561:
497:
2976:
2879:
2597:
5376:
5194:
5149:
5136:
5105:
4874:
4721:
4358:
4346:
4142:
4130:
3922:
3914:
3889:
3835:
3807:
3771:
3730:
3715:
3702:
3645:
2552:
2260:
2038:
1888:
1753:
1571:
Magnesium is a less expensive reductant, and could in principle be used instead:
1273:
951:
272:
5226:
5185:
5118:
4926:
4842:
4689:
4635:
4594:
4576:
4193:
4185:
4006:
3994:
3951:
3943:
3855:
3793:
3746:
3720:
3376:
3343:
3302:
2802:
2102:
for metal ions. Such borohydride complexes are often prepared by the action of
1468:
1277:
1149:
1058:
1006:
606:
3178:
Dalla, V.; Catteau, J.P.; Pale, P. (1999). "Mechanistic rationale for the NaBH
2952:
2935:
2868:
Wietelmann, Ulrich; Felderhoff, Michael; Rittmeyer, Peter (2002). "Hydrides".
2447:
2418:
975:
5427:
5325:
4777:
3967:
3725:
3326:
Ryschlewitsch, G. E.; Nainan, K. C. (1974). "Octahydrotriborate (1-) ([B
3132:
3069:
3018:
2897:
2682:
2496:
2300:
2288:
1991:
1963:
1711:
1239:
1010:
652:
550:
234:
3235:
5312:
5088:
3872:
3864:
3762:
3553:
3424:
3293:
Brown, Jack D.; Haddenham, Dustin (2013). "Sodium
Borohydride and Iodine".
2849:
2348:
2268:
2259:. This reaction is used in the production of various antibiotics including
2476:
2363:, a more strongly reducing reagent, capable of reducing esters and amides.
905:
853:
4441:
3264:
2049:
1979:
1921:
hydrogenolysis of alkyl bromides, double reduction of unsaturated ketones
1350:
1302:
1153:
1141:
927:
912:
614:
533:
3097:
2672:
2639:
1756:). α,β-Unsaturated esters also undergo 1,4-reduction in the presence of
891:
5393:
2117:
1156:
and dye industries. It is also used as a reagent in organic synthesis.
898:
572:
515:
254:
184:
3545:
2841:
2763:
2736:
3249:
2393:
2296:, back to the borohydride. No such process was available as of 2007.
2272:
1723:
1719:
837:
819:
388:
57:
35:
2922:
Review of
Chemical Processes for the Synthesis of Sodium Borohydride
2229:
The dominant application of sodium borohydride is the production of
1353:. At a pressure of 6.3 GPa, the structure changes to the tetragonal
1057:
Except where otherwise noted, data are given for materials in their
3650:
3532:
3208:
2656:". US Patent 2461661. Granted on 1949-02-15; expired on 1966-02-15.
2248:
1774:
1193:
1125:
864:
586:
2776:
152:
3155:
1735:
1269:
1229:
1209:
578:
540:
298:
3595:
Reductions by the
Alumino- and Borohydrides in Organic Synthesis
3270:
Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
3145:
2781:: Crystal structure from synchrotron powder diffraction data".
2307:
2252:
2099:
2034:
1119:
4520:
3262:
3003:. Giuliano, Robert M., 1954– (Tenth ed.). New York, NY.
2867:
2416:
1727:
1512:
1176:
1122:
1014:
582:
352:
164:
142:
2934:
Ouyang, Liuzhang; Zhong, Hao; Li, Hai-Wen; Zhu, Min (2018).
2275:
are prepared using sodium borohydride in at least one step.
1276:
such as water and lower alcohols. It also reacts with these
404:
48:
2874:. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA.
3054:(5th ed.). Greenwood Village, Colo.: Roberts and Co.
3399:
1027:
996:
2966:
2587:
2355:-butylborohydride), a more strongly reducing derivative.
2116:) on the corresponding metal halide. One example is the
1788:
can be enhanced or augmented by a variety of compounds.
3634:
Chemo- and stereoselectivity using Borohydride reagents
1327:. The stable phase at room temperature and pressure is
1264:
Sodium borohydride is an odorless white to gray-white
3629:
Materials & Energy Research Institute Tokyo, Ltd.
3522:
2823:
3325:
2283:Sodium borohydride has been considered as a way to
823:
3619:National Pollutant Inventory – Boron and compounds
3047:
2652:Hermann I Schlesinger and Herbert C Brown (1945) "
2385:
2278:
2045:, which can reduce carboxylic acids to alcohols.
1882:reduction of ketones in the presence of aldehydes
555:400 °C (752 °F; 673 K)(decomposes)
3569:"How to Prevent and Reverse Foxing in Rare Books"
2998:
2750:"Structural transitions in NaBH under pressure".
5425:
3177:
2933:
815:
332:
317:
310:
3082:
2725:Industrial & Engineering Chemistry Research
946:ca. 220 °C (428 °F; 493 K)
880:
120:
113:
3295:Encyclopedia of Reagents for Organic Synthesis
3292:
3273:(6th ed.), New York: Wiley-Interscience,
2969:Encyclopedia of Reagents for Organic Synthesis
2871:Ullmann's Encyclopedia of Industrial Chemistry
2675:Encyclopedia of Reagents for Organic Synthesis
2590:Encyclopedia of Reagents for Organic Synthesis
2177:
1741:α,β-Unsaturated ketones tend to be reduced by
3666:
3437:: CS1 maint: multiple names: authors list (
3393:
2927:
2914:
2722:
2539:Institute for Occupational Safety and Health
2461:: CS1 maint: multiple names: authors list (
2419:"The unit cell of potassium borohydride, KBH
1311:anion. The solid is known to exist as three
1179:, and water, although it slowly hydrolyzes.
1159:The compound was discovered in the 1940s by
2911:>100 °C with or without H pressure"
2550:
3673:
3659:
3031:: CS1 maint: location missing publisher (
2863:
2861:
2859:
2509:: CS1 maint: location missing publisher (
1752:for 1,2-reduction of unsaturated ketones (
419:
244:
214:
199:
192:
2951:
2446:
2086:
1455:
1301:is a salt, consisting of the tetrahedral
1144:solid, usually encountered as an aqueous
376:
3513:Hydrogen storage no longer up in the air
3505:
3493:International Journal of Hydrogen Energy
3485:
3465:
3455:, volume 32, issue 14, pages 2982-2987.
3453:International Journal of Hydrogen Energy
3445:
3402:"Utilization of sodium borohydride (NaBH
3110:
2971:, John Wiley & Sons, pp. 1–13,
1773:-MeOH system, formed by the addition of
2856:
2668:
2666:
2664:
2662:
415:
288:
5426:
3045:
2646:
2583:
2581:
2417:Ford, P. T. and Powell, H. M. (1954).
235:
3654:
3495:, volume 32, issue 2, pages 229-236.
3366:
3139:
2654:Preparation of alkali metal compounds
2544:
2389:CRC Handbook of Chemistry and Physics
2381:
2379:
2377:
2239:
1840:converts epoxides to allylic alcohols
932:70 °C (158 °F; 343 K)
447:Key: YOQDYZUWIQVZSF-UHFFFAOYSA-N
172:
3680:
2659:
2557:. Vol. 20. Wiley. p. 137.
2224:
1639:
3566:
3211:Journal of Organometallic Chemistry
2578:
2345:, a more strongly reducing reagent.
1372:) and at 8.9 GPa, the orthorhombic
1272:. Sodium borohydride is soluble in
301:
13:
5449:Substances discovered in the 1940s
3475:, volumes 356–357, pages 469-474.
3400:Istek, A. and Gonteki, E. (2009).
3338:. Vol. 15. pp. 111–118.
2374:
876:
56:
47:
14:
5460:
3612:
2677:. New York: J. Wiley & Sons.
1822:reduction of ketones to methylene
1795:Additives for sodium borohydride
984:230 mg/kg (Dermal – Rabbit)
3413:Journal of Environmental Biology
3238:Applied Organometallic Chemistry
3086:The Journal of Organic Chemistry
2999:Carey, Francis A. (2016-01-07).
2386:Haynes, William M., ed. (2011).
1434:
1413:
1392:
1065:
781:
776:
771:
766:
34:
25:
3586:
3560:
3473:Journal of Alloys and Compounds
3360:
3319:
3286:
3256:
3229:
3202:
3171:
3104:
3076:
3039:
2992:
2960:
2904:
2817:
2770:
2743:
2716:
2699:
2279:Niche or abandoned applications
2219:
1338:, which is cubic and adopts an
1061:(at 25 °C , 100 kPa).
3598:. VCH–Lavoisier: Paris. p. 9.
3501:10.1016/j.ijhydene.2006.06.003
3461:10.1016/j.ijhydene.2007.03.029
2614:
2521:
2469:
2410:
1651:reduces many organic carbonyls
461:Key: YOQDYZUWIQVZSF-UHFFF
1:
3481:10.1016/S0925-8388(02)01241-0
3223:10.1016/S0022-328X(00)00210-2
3196:10.1016/S0040-4039(99)01006-0
3182:reduction of α-keto esters".
2977:10.1002/047084289x.rs052.pub3
2880:10.1002/14356007.a13_199.pub2
2598:10.1002/047084289X.rs052.pub3
2367:
1903:reduction of azides to amines
1634:
1471:(produced by reacting Na and
1166:
80:Sodium tetrahydridoborate(1–)
3371:. Vol. 17. p. 93.
3125:10.1016/0040-4020(79)80140-4
2323:Sodium triacetoxyborohydride
2310:in old books and documents.
2191:direct borohydride fuel cell
2028:
1710:It also efficiently reduces
1290:
1050:Sodium triacetoxyborohydride
454:InChI=1S/BH4.Na/h1H4;/q-1;+1
444:InChI=1S/BH4.Na/h1H4;/q-1;+1
7:
3624:MSDS for Sodium Borohydride
3406:) in kraft pulping process"
2828:: theory and experiments".
2313:
2178:Protonolysis and hydrolysis
1387:) becomes the most stable.
1171:The compound is soluble in
982:160 mg/kg (Oral – Rat)
964:or concentration (LD, LC):
43:
10:
5465:
3639:Material Safety Data Sheet
3377:10.1002/9780470132487.ch27
3344:10.1002/9780470132463.ch25
3303:10.1002/047084289X.rn01598
2803:10.1103/PhysRevB.76.092104
2541:, accessed on 2023-11-09.
2329:Sodium triethylborohydride
1152:that finds application in
1148:. Sodium borohydride is a
5087:
4406:
4178:
3987:
3902:
3848:
3739:
3695:
3688:
2953:10.3390/inorganics6010010
2535:GESTIS Substance Database
2448:10.1107/S0365110X54002034
2361:Lithium aluminium hydride
1104:sodium tetrahydridoborate
1055:
1046:Lithium aluminium hydride
988:
960:
747:
742:
645:
592:
490:
470:
431:
97:
85:
75:
70:
42:
33:
24:
3592:Seyden-Penne, J. (1991)
2683:10.1002/047084289X.rs052
1866:reduction of nitroarenes
1342:-type structure, in the
1188:Solubility (g/(100 mL))
832:Precautionary statements
3521:16 August 2012, citing
2924:. Millennium Cell Inc.
2920:Wu, Ying et al. (2004)
2335:sodium cyanoborohydride
2271:. Various steroids and
1806:page in Smith and March
1108:sodium tetrahydroborate
1019:Sodium aluminum hydride
1003:Sodium cyanoborohydride
2087:Coordination chemistry
2043:borane–tetrahydrofuran
1999:reduction of aldehydes
1936:amine oxides to amines
1803:synthetic applications
1456:Synthesis and handling
1132:(sometimes written as
887:
640: = 0.6157 nm
61:
52:
3046:Loudon, Marc (2009).
2513:) CS1 maint: others (
2048:Partial oxidation of
886:
87:Systematic IUPAC name
60:
51:
2758:(26): 261916. 2005.
2621:Schlesinger, H. I.;
2551:Busch, D.H. (2009).
2292:hydrolysis product,
2255:to give the related
1960:1851,1831, 991, 1814
1482:at 250–270 °C:
869:(fire diamond)
3573:bookstellyouwhy.com
3369:Inorganic Syntheses
3336:Inorganic Syntheses
3263:Smith, Michael B.;
3184:Tetrahedron Letters
3098:10.1021/jo00426a048
2836:(50): 13873–13876.
2795:2007PhRvB..76i2104F
2640:10.1021/ja01097a049
2554:Inorganic Syntheses
2439:1954AcCry...7..604F
2343:Lithium borohydride
2265:dihydrostreptomycin
2244:Sodium borohydride
1978:denitrosatation of
1943:lithium borohydride
1796:
1034:Lithium borohydride
738:−123.9 kJ·mol
716:−188.6 kJ·mol
689:101.3 J·mol·K
562:Solubility in water
523: g·mol
21:
20:Sodium borohydride
3644:2017-07-10 at the
3567:Masters, Kristin.
3524:Christian, Meganne
2530:Sodium borohydride
2240:Chemical synthesis
2054:octahydrotriborate
2052:with iodine gives
1794:
1781:The reactivity of
1509:borosilicate glass
1112:inorganic compound
1100:Sodium borohydride
1088:Infobox references
989:Related compounds
888:
665:86.8 J·mol·K
577:soluble in liquid
290:Sodium+borohydride
62:
53:
19:
5421:
5420:
5083:
5082:
3604:978-0-471-19036-3
3546:10.1021/nn3030018
3280:978-0-471-72091-1
3190:(28): 5193–5196.
3050:Organic chemistry
3001:Organic chemistry
2889:978-3-527-30673-2
2842:10.1021/jp709840w
2764:10.1063/1.2158505
2737:10.1021/ie0608861
2731:(17): 5478–5484.
2628:J. Am. Chem. Soc.
2592:. pp. 1–13.
2488:978-1-4987-5428-6
2392:(92nd ed.).
2294:sodium metaborate
2231:sodium dithionite
2225:Paper manufacture
2026:
2025:
1702:+ NaOH + B(OH)
1666:C=O → NaO−CHR
1640:Organic synthesis
1262:
1261:
1161:H. I. Schlesinger
1140:). It is a white
1096:Chemical compound
1094:
1093:
1041:Related compounds
806:Hazard statements
723:Gibbs free energy
600:Crystal structure
400:CompTox Dashboard
154:Interactive image
66:
65:
16:Chemical compound
5456:
5434:Sodium compounds
4491:
4477:
4467:
4179:Oxypnictogenides
3988:Oxychalcogenides
3693:
3692:
3682:Sodium compounds
3675:
3668:
3661:
3652:
3651:
3606:
3590:
3584:
3583:
3581:
3579:
3564:
3558:
3557:
3540:(9): 7739–7751.
3509:
3503:
3489:
3483:
3469:
3463:
3449:
3443:
3442:
3436:
3428:
3410:
3397:
3391:
3390:
3364:
3358:
3357:
3323:
3317:
3316:
3290:
3284:
3283:
3260:
3254:
3253:
3250:10.1002/aoc.1137
3233:
3227:
3226:
3217:(1–2): 137–151.
3206:
3200:
3199:
3175:
3169:
3168:
3166:
3164:
3152:
3143:
3137:
3136:
3108:
3102:
3101:
3092:(6): 1108–1109.
3080:
3074:
3073:
3053:
3043:
3037:
3036:
3030:
3022:
2996:
2990:
2989:
2964:
2958:
2957:
2955:
2931:
2925:
2918:
2912:
2908:
2902:
2901:
2865:
2854:
2853:
2830:J. Phys. Chem. B
2821:
2815:
2814:
2774:
2768:
2767:
2752:Appl. Phys. Lett
2747:
2741:
2740:
2720:
2714:
2703:
2697:
2696:
2670:
2657:
2650:
2644:
2643:
2618:
2612:
2611:
2585:
2576:
2575:
2573:
2571:
2548:
2542:
2525:
2519:
2518:
2508:
2500:
2473:
2467:
2466:
2460:
2452:
2450:
2427:Acta Crystallogr
2414:
2408:
2407:
2396:. p. 4.89.
2383:
2214:
2187:
2173:
2115:
2108:
2097:
2082:
1797:
1793:
1787:
1772:
1762:
1747:
1706:
1698:O → 4 HO−CHR
1678:
1649:
1630:
1608:
1567:
1529:
1503:
1480:trimethyl borate
1477:
1466:
1450:
1438:
1429:
1417:
1408:
1396:
1382:
1363:
1347:
1337:
1309:
1300:
1286:
1266:microcrystalline
1254:
1220:
1200:
1182:
1181:
1139:
1131:
1102:, also known as
1078:
1072:
1069:
1068:
952:Explosive limits
917:
916:
908:
901:
894:
879:
859:
855:
851:
847:
843:
839:
825:
821:
817:
813:
785:
780:
775:
770:
734:
712:
685:
661:
646:Thermochemistry
631:Lattice constant
623:
522:
509:
498:Chemical formula
424:
423:
408:
406:
380:
336:
321:
314:
303:
292:
273:Gmelin Reference
256:
248:
237:
218:
203:
196:
176:
156:
124:
117:
91:Sodium boranuide
44:
38:
29:
22:
18:
5464:
5463:
5459:
5458:
5457:
5455:
5454:
5453:
5444:Reducing agents
5424:
5423:
5422:
5417:
5413:
5409:
5405:
5401:
5397:
5388:
5384:
5380:
5371:
5367:
5358:
5354:
5346:
5342:
5333:
5329:
5320:
5316:
5307:
5303:
5299:
5291:
5287:
5283:
5275:
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5267:
5258:
5250:
5246:
5238:
5234:
5230:
5222:
5218:
5214:
5206:
5202:
5198:
5189:
5181:
5177:
5173:
5165:
5161:
5157:
5153:
5144:
5140:
5131:
5127:
5113:
5109:
5100:
5079:
5075:
5071:
5063:
5059:
5055:
5046:
5042:
5038:
5030:
5026:
5018:
5014:
5006:
5002:
4998:
4994:
4986:
4982:
4974:
4970:
4962:
4958:
4954:
4946:
4942:
4934:
4930:
4922:
4918:
4910:
4906:
4902:
4894:
4890:
4882:
4878:
4870:
4866:
4862:
4854:
4850:
4846:
4838:
4834:
4826:
4822:
4814:
4810:
4802:
4798:
4790:
4781:
4773:
4769:
4761:
4757:
4753:
4745:
4741:
4737:
4729:
4725:
4717:
4713:
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4701:
4697:
4693:
4685:
4681:
4673:
4665:
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4644:
4631:
4623:
4615:
4611:
4603:
4590:
4572:
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4548:
4544:
4540:
4532:
4528:
4524:
4516:
4507:
4499:
4490:
4486:
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4466:
4462:
4457:
4449:
4445:
4437:
4433:
4425:
4417:
4402:
4398:
4390:
4386:
4378:
4374:
4366:
4362:
4354:
4350:
4342:
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4330:
4322:
4318:
4314:
4306:
4302:
4298:
4290:
4286:
4278:
4274:
4270:
4261:
4257:
4249:
4245:
4237:
4233:
4225:
4221:
4213:
4209:
4205:
4197:
4189:
4174:
4170:
4166:
4158:
4150:
4146:
4138:
4134:
4126:
4122:
4118:
4110:
4106:
4102:
4094:
4090:
4086:
4078:
4074:
4070:
4062:
4058:
4054:
4046:
4042:
4038:
4030:
4022:
4014:
4010:
4002:
3998:
3983:
3979:
3971:
3963:
3955:
3947:
3934:
3926:
3918:
3898:
3893:
3884:
3876:
3868:
3859:
3844:
3839:
3825:
3811:
3797:
3779:
3775:
3766:
3758:
3750:
3735:
3711:
3684:
3679:
3646:Wayback Machine
3615:
3610:
3609:
3591:
3587:
3577:
3575:
3565:
3561:
3529:
3510:
3506:
3490:
3486:
3470:
3466:
3450:
3446:
3430:
3429:
3408:
3405:
3398:
3394:
3387:
3365:
3361:
3354:
3334:]) salts".
3333:
3329:
3324:
3320:
3313:
3291:
3287:
3281:
3261:
3257:
3244:(11): 798–810.
3234:
3230:
3207:
3203:
3181:
3176:
3172:
3162:
3160:
3150:
3144:
3140:
3109:
3105:
3081:
3077:
3062:
3044:
3040:
3024:
3023:
3011:
2997:
2993:
2987:
2965:
2961:
2932:
2928:
2919:
2915:
2909:
2905:
2890:
2866:
2857:
2827:
2822:
2818:
2780:
2775:
2771:
2749:
2748:
2744:
2721:
2717:
2704:
2700:
2693:
2671:
2660:
2651:
2647:
2619:
2615:
2608:
2586:
2579:
2569:
2567:
2565:
2549:
2545:
2526:
2522:
2502:
2501:
2489:
2475:
2474:
2470:
2454:
2453:
2422:
2415:
2411:
2404:
2384:
2375:
2370:
2316:
2289:hydrogen-fueled
2281:
2261:chloramphenicol
2242:
2227:
2222:
2213:
2209:
2205:
2201:
2197:
2186:
2182:
2180:
2172:
2168:
2164:
2160:
2156:
2152:
2148:
2144:
2140:
2136:
2132:
2128:
2124:
2114:
2110:
2107:
2103:
2095:
2091:
2089:
2080:
2076:
2072:
2068:
2064:
2060:
2039:tetrahydrofuran
2033:Oxidation with
2031:
2020:1853, 1822, 582
2013:
1995:
1974:
1953:
1917:
1899:
1889:Luche reduction
1878:
1862:
1858:
1854:
1836:
1818:
1786:
1782:
1771:
1767:
1761:
1757:
1754:Luche reduction
1746:
1742:
1705:
1701:
1697:
1693:
1689:
1685:
1681:
1677:
1673:
1669:
1665:
1661:
1657:
1648:
1644:
1642:
1637:
1628:
1624:
1620:
1616:
1607:
1603:
1599:
1595:
1591:
1587:
1583:
1579:
1575:
1566:
1562:
1558:
1554:
1550:
1546:
1542:
1538:
1534:
1528:
1524:
1520:
1516:
1502:
1498:
1494:
1490:
1486:
1476:
1472:
1465:
1461:
1460:For commercial
1458:
1451:
1449:
1445:
1439:
1430:
1428:
1424:
1418:
1409:
1407:
1403:
1397:
1381:
1377:
1369:
1362:
1358:
1345:
1336:
1332:
1307:
1303:
1299:
1295:
1293:
1285:
1281:
1278:protic solvents
1274:protic solvents
1252:
1248:
1244:
1240:
1218:
1214:
1210:
1198:
1194:
1169:
1137:
1133:
1130:
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1070:
1066:
1062:
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1042:
1030:
1017:
1013:
1009:
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999:
983:
979:
973:
943:
940:
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921:
920:
919:
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910:
903:
896:
889:
885:
877:
834:
808:
794:
763:
735:
729:
725:
713:
710:
704:
700:
697:
696:Std enthalpy of
686:
683:
676:
673:
662:
655:
641:
633:
621:
617:
602:
564:
532:
531:white crystals
520:
507:
503:
500:
486:
483:
478:
477:
466:
463:
462:
456:
455:
449:
448:
445:
439:
438:
427:
409:
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363:
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343:
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275:
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225:
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4683:
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4675:
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4659:
4655:
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4638:
4633:
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4592:
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4538:
4534:
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4380:
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4360:
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4340:
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4272:
4268:
4264:
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4251:
4247:
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4239:
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4084:
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4076:
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4060:
4056:
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4048:
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4040:
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4032:
4028:
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4020:
4016:
4012:
4008:
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3991:
3989:
3985:
3984:
3982:
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3977:
3973:
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3957:
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3866:
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3733:
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3709:
3705:
3699:
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3690:
3686:
3685:
3678:
3677:
3670:
3663:
3655:
3649:
3648:
3636:
3631:
3626:
3621:
3614:
3613:External links
3611:
3608:
3607:
3585:
3559:
3527:
3511:Stuart Gary, "
3504:
3484:
3464:
3444:
3419:(6): 951–953.
3403:
3392:
3385:
3359:
3352:
3331:
3327:
3318:
3312:978-0471936237
3311:
3285:
3279:
3255:
3228:
3201:
3179:
3170:
3138:
3119:(4): 449–462.
3103:
3075:
3060:
3038:
3009:
2991:
2985:
2959:
2926:
2913:
2903:
2888:
2855:
2825:
2816:
2778:
2769:
2742:
2715:
2713:. page 260-261
2698:
2692:978-0471936237
2691:
2658:
2645:
2613:
2606:
2577:
2563:
2543:
2520:
2487:
2468:
2433:(8): 604–605.
2420:
2409:
2403:978-1439855119
2402:
2372:
2371:
2369:
2366:
2365:
2364:
2357:
2356:
2346:
2339:
2338:
2332:
2326:
2315:
2312:
2285:store hydrogen
2280:
2277:
2241:
2238:
2226:
2223:
2221:
2218:
2217:
2216:
2211:
2207:
2203:
2199:
2184:
2179:
2176:
2175:
2174:
2170:
2166:
2162:
2158:
2154:
2150:
2146:
2142:
2138:
2134:
2130:
2126:
2112:
2105:
2093:
2088:
2085:
2084:
2083:
2078:
2074:
2070:
2066:
2062:
2030:
2027:
2024:
2023:
2021:
2018:
2015:
2011:
2006:
2005:
2003:
2000:
1997:
1993:
1988:
1987:
1985:
1982:
1976:
1972:
1967:
1966:
1961:
1958:
1955:
1951:
1946:
1945:
1940:
1937:
1934:
1928:
1927:
1925:
1922:
1919:
1915:
1910:
1909:
1907:
1904:
1901:
1897:
1892:
1891:
1886:
1883:
1880:
1876:
1871:
1870:
1867:
1864:
1860:
1856:
1852:
1847:
1846:
1844:
1841:
1838:
1834:
1829:
1828:
1826:
1823:
1820:
1816:
1811:
1810:
1807:
1804:
1801:
1784:
1769:
1759:
1744:
1712:acyl chlorides
1708:
1707:
1703:
1699:
1695:
1691:
1687:
1683:
1679:
1675:
1671:
1667:
1663:
1659:
1646:
1641:
1638:
1636:
1633:
1632:
1631:
1626:
1622:
1618:
1610:
1609:
1605:
1601:
1597:
1593:
1589:
1585:
1581:
1577:
1569:
1568:
1564:
1560:
1556:
1552:
1548:
1544:
1540:
1536:
1526:
1522:
1518:
1505:
1504:
1500:
1496:
1495:+ 4 NaH → NaBH
1492:
1488:
1474:
1469:sodium hydride
1463:
1457:
1454:
1453:
1452:
1447:
1440:
1433:
1431:
1426:
1419:
1412:
1410:
1405:
1398:
1391:
1379:
1367:
1360:
1334:
1305:
1297:
1292:
1289:
1283:
1260:
1259:
1256:
1250:
1246:
1242:
1236:
1235:
1232:
1226:
1225:
1222:
1216:
1212:
1206:
1205:
1202:
1196:
1190:
1189:
1186:
1168:
1165:
1150:reducing agent
1146:basic solution
1135:
1128:
1095:
1092:
1091:
1086:
1064:
1063:
1059:standard state
1056:
1053:
1052:
1043:
1040:
1037:
1036:
1031:
1025:
1022:
1021:
1007:Sodium hydride
1000:
994:
991:
990:
986:
985:
980:
971:
969:
966:
965:
958:
957:
954:
948:
947:
944:
937:
934:
933:
930:
924:
923:
911:
904:
897:
890:
875:
874:
873:
872:
870:
861:
860:
835:
830:
827:
826:
809:
804:
801:
800:
795:
790:
787:
786:
764:
759:
756:
755:
745:
744:
740:
739:
736:
727:
721:
718:
717:
714:
708:
702:
694:
691:
690:
687:
681:
670:
667:
666:
663:
651:
648:
647:
643:
642:
636:
634:
629:
626:
625:
618:
613:
610:
609:
605:Cubic (NaCl),
603:
598:
595:
594:
590:
589:
575:
569:
568:
565:
560:
557:
556:
553:
547:
546:
543:
537:
536:
529:
525:
524:
518:
512:
511:
505:
501:
496:
493:
492:
488:
487:
485:
484:
481:
473:
472:
471:
468:
467:
465:
464:
460:
459:
457:
453:
452:
450:
446:
443:
442:
434:
433:
432:
429:
428:
426:
425:
417:DTXSID80893977
412:
410:
398:
395:
394:
391:
385:
384:
382:
381:
373:
371:
365:
364:
362:
361:
357:
355:
349:
348:
346:
345:
341:
330:
326:
315:
307:
305:
297:
294:
293:
286:
280:
279:
276:
271:
268:
267:
265:
264:
260:
258:
250:
249:
239:
231:
230:
228:
227:
223:
212:
208:
197:
189:
187:
181:
180:
178:
177:
169:
167:
161:
160:
158:
157:
149:
147:
140:
137:
136:
134:
133:
129:
118:
110:
108:
103:
100:
99:
95:
94:
90:
89:
83:
82:
79:
73:
72:
68:
67:
64:
63:
54:
40:
39:
31:
30:
15:
9:
6:
4:
3:
2:
5461:
5450:
5447:
5445:
5442:
5440:
5437:
5435:
5432:
5431:
5429:
5414:
5392:
5390:
5375:
5373:
5362:
5360:
5349:
5347:
5337:
5335:
5324:
5322:
5311:
5309:
5294:
5292:
5278:
5276:
5262:
5260:
5253:
5251:
5241:
5239:
5225:
5223:
5209:
5207:
5193:
5191:
5184:
5182:
5168:
5166:
5148:
5146:
5135:
5133:
5122:
5120:
5117:
5115:
5104:
5102:
5095:
5094:
5092:
5090:
5086:
5076:
5066:
5064:
5050:
5048:
5033:
5031:
5021:
5019:
5009:
5007:
4989:
4987:
4977:
4975:
4965:
4963:
4949:
4947:
4937:
4935:
4925:
4923:
4913:
4911:
4897:
4895:
4885:
4883:
4873:
4871:
4857:
4855:
4841:
4839:
4829:
4827:
4817:
4815:
4805:
4803:
4793:
4791:
4785:
4783:
4776:
4774:
4764:
4762:
4748:
4746:
4732:
4730:
4720:
4718:
4704:
4702:
4688:
4686:
4676:
4674:
4668:
4666:
4660:
4658:
4652:
4650:
4647:
4645:
4639:
4637:
4634:
4632:
4626:
4624:
4618:
4616:
4606:
4604:
4598:
4596:
4593:
4591:
4585:
4583:
4580:
4578:
4575:
4573:
4567:
4565:
4551:
4549:
4535:
4533:
4519:
4517:
4511:
4509:
4502:
4500:
4494:
4492:
4480:
4478:
4470:
4468:
4460:
4458:
4452:
4450:
4440:
4438:
4428:
4426:
4420:
4418:
4412:
4411:
4409:
4405:
4399:
4393:
4391:
4381:
4379:
4369:
4367:
4357:
4355:
4345:
4343:
4325:
4323:
4309:
4307:
4293:
4291:
4281:
4279:
4265:
4263:
4252:
4250:
4240:
4238:
4228:
4226:
4216:
4214:
4200:
4198:
4192:
4190:
4184:
4183:
4181:
4177:
4171:
4161:
4159:
4153:
4151:
4141:
4139:
4129:
4127:
4113:
4111:
4097:
4095:
4081:
4079:
4065:
4063:
4049:
4047:
4033:
4031:
4025:
4023:
4017:
4015:
4005:
4003:
3993:
3992:
3990:
3986:
3980:
3974:
3972:
3966:
3964:
3958:
3956:
3950:
3948:
3942:
3940:
3937:
3935:
3929:
3927:
3921:
3919:
3913:
3911:
3908:
3907:
3905:
3901:
3895:
3888:
3886:
3879:
3877:
3871:
3869:
3863:
3861:
3854:
3853:
3851:
3849:Pnictogenides
3847:
3841:
3834:
3832:
3829:
3827:
3820:
3818:
3815:
3813:
3806:
3804:
3801:
3799:
3792:
3790:
3787:
3785:
3782:
3780:
3770:
3768:
3761:
3759:
3753:
3751:
3745:
3744:
3742:
3740:Chalcogenides
3738:
3732:
3729:
3727:
3724:
3722:
3719:
3717:
3714:
3712:
3706:
3704:
3701:
3700:
3698:
3694:
3691:
3687:
3683:
3676:
3671:
3669:
3664:
3662:
3657:
3656:
3653:
3647:
3643:
3640:
3637:
3635:
3632:
3630:
3627:
3625:
3622:
3620:
3617:
3616:
3605:
3601:
3597:
3596:
3589:
3574:
3570:
3563:
3555:
3551:
3547:
3543:
3539:
3535:
3534:
3525:
3520:
3519:
3514:
3508:
3502:
3498:
3494:
3488:
3482:
3478:
3474:
3468:
3462:
3458:
3454:
3448:
3440:
3434:
3426:
3422:
3418:
3414:
3407:
3396:
3388:
3386:9780470132487
3382:
3378:
3374:
3370:
3363:
3355:
3353:9780470132463
3349:
3345:
3341:
3337:
3322:
3314:
3308:
3304:
3300:
3296:
3289:
3282:
3276:
3272:
3271:
3266:
3259:
3251:
3247:
3243:
3239:
3232:
3224:
3220:
3216:
3212:
3205:
3197:
3193:
3189:
3185:
3174:
3158:
3157:
3149:
3142:
3134:
3130:
3126:
3122:
3118:
3114:
3107:
3099:
3095:
3091:
3087:
3079:
3071:
3067:
3063:
3061:9780981519432
3057:
3052:
3051:
3042:
3034:
3028:
3020:
3016:
3012:
3010:9780073511214
3006:
3002:
2995:
2988:
2986:9780470842898
2982:
2978:
2974:
2970:
2963:
2954:
2949:
2945:
2941:
2937:
2930:
2923:
2917:
2907:
2899:
2895:
2891:
2885:
2881:
2877:
2873:
2872:
2864:
2862:
2860:
2851:
2847:
2843:
2839:
2835:
2831:
2820:
2812:
2808:
2804:
2800:
2796:
2792:
2789:(9): 092104.
2788:
2784:
2773:
2765:
2761:
2757:
2753:
2746:
2738:
2734:
2730:
2726:
2719:
2712:
2711:0-471-11280-1
2708:
2702:
2694:
2688:
2684:
2680:
2676:
2669:
2667:
2665:
2663:
2655:
2649:
2641:
2637:
2633:
2630:
2629:
2624:
2617:
2609:
2607:9780470842898
2603:
2599:
2595:
2591:
2584:
2582:
2566:
2564:9780470132869
2560:
2556:
2555:
2547:
2540:
2536:
2532:
2531:
2524:
2516:
2512:
2506:
2498:
2494:
2490:
2484:
2480:
2479:
2472:
2464:
2458:
2449:
2444:
2440:
2436:
2432:
2428:
2424:
2413:
2405:
2399:
2395:
2391:
2390:
2382:
2380:
2378:
2373:
2362:
2359:
2358:
2354:
2351:(lithium tri-
2350:
2347:
2344:
2341:
2340:
2336:
2333:
2330:
2327:
2324:
2321:
2320:
2319:
2311:
2309:
2304:
2302:
2301:nanostructure
2297:
2295:
2290:
2286:
2276:
2274:
2270:
2266:
2262:
2258:
2254:
2250:
2247:
2237:
2234:
2232:
2196:
2195:
2194:
2192:
2123:
2122:
2121:
2119:
2101:
2059:
2058:
2057:
2055:
2051:
2046:
2044:
2040:
2036:
2022:
2019:
2016:
2014:
2008:
2007:
2004:
2001:
1998:
1996:
1990:
1989:
1986:
1983:
1981:
1977:
1975:
1969:
1968:
1965:
1964:nickel boride
1962:
1959:
1956:
1954:
1948:
1947:
1944:
1941:
1938:
1935:
1933:
1930:
1929:
1926:
1923:
1920:
1918:
1912:
1911:
1908:
1905:
1902:
1900:
1894:
1893:
1890:
1887:
1884:
1881:
1879:
1873:
1872:
1868:
1865:
1863:
1849:
1848:
1845:
1842:
1839:
1837:
1831:
1830:
1827:
1824:
1821:
1819:
1813:
1812:
1808:
1805:
1802:
1799:
1798:
1792:
1789:
1779:
1776:
1764:
1755:
1751:
1739:
1737:
1731:
1729:
1725:
1721:
1717:
1713:
1680:
1656:
1655:
1654:
1652:
1615:
1614:
1613:
1574:
1573:
1572:
1547:+ 16 Na + 8 H
1533:
1532:
1531:
1514:
1510:
1485:
1484:
1483:
1481:
1470:
1443:
1437:
1432:
1422:
1416:
1411:
1401:
1395:
1390:
1389:
1388:
1386:
1383:(space group
1375:
1371:
1364:(space group
1356:
1352:
1349:
1341:
1330:
1326:
1322:
1318:
1314:
1310:
1288:
1279:
1275:
1271:
1267:
1257:
1255:
1238:
1237:
1233:
1231:
1228:
1227:
1223:
1221:
1208:
1207:
1203:
1201:
1192:
1191:
1187:
1184:
1183:
1180:
1178:
1174:
1164:
1162:
1157:
1155:
1151:
1147:
1143:
1127:
1124:
1121:
1117:
1113:
1109:
1105:
1101:
1089:
1082:
1077:
1060:
1054:
1051:
1047:
1044:
1039:
1038:
1035:
1032:
1029:
1024:
1023:
1020:
1016:
1012:
1011:Sodium borate
1008:
1004:
1001:
998:
993:
992:
987:
981:
977:
968:
967:
963:
959:
955:
953:
950:
949:
945:
942:
936:
935:
931:
929:
926:
925:
918:
909:
902:
895:
871:
868:
867:
863:
862:
836:
833:
829:
828:
810:
807:
803:
802:
799:
796:
793:
789:
788:
784:
779:
774:
769:
765:
762:
758:
757:
753:
751:
746:
741:
737:
732:
724:
720:
719:
715:
707:
699:
693:
692:
688:
680:
675:
669:
668:
664:
659:
654:
653:Heat capacity
650:
649:
644:
639:
635:
632:
628:
627:
619:
616:
612:
611:
608:
604:
601:
597:
596:
591:
588:
584:
580:
576:
574:
571:
570:
566:
563:
559:
558:
554:
552:
551:Melting point
549:
548:
544:
542:
539:
538:
535:
530:
527:
526:
519:
517:
514:
513:
502:
499:
495:
494:
489:
480:
479:
476:
469:
458:
451:
441:
440:
437:
430:
422:
418:
414:
413:
411:
401:
397:
396:
392:
390:
387:
386:
379:
375:
374:
372:
370:
367:
366:
359:
358:
356:
354:
351:
350:
340:
335:
331:
325:
320:
316:
313:
309:
308:
306:
300:
296:
295:
291:
287:
285:
282:
281:
277:
274:
270:
269:
262:
261:
259:
257:
252:
251:
247:
243:
240:
238:
236:ECHA InfoCard
233:
232:
222:
217:
213:
207:
202:
198:
195:
191:
190:
188:
186:
183:
182:
175:
171:
170:
168:
166:
163:
162:
155:
151:
150:
148:
144:
139:
138:
128:
123:
119:
116:
112:
111:
109:
106:
102:
101:
96:
88:
84:
78:
74:
69:
59:
55:
50:
46:
45:
41:
37:
32:
28:
23:
5439:Borohydrides
4495:
3594:
3588:
3576:. Retrieved
3572:
3562:
3537:
3531:
3516:
3507:
3492:
3487:
3472:
3467:
3452:
3447:
3433:cite journal
3416:
3412:
3395:
3368:
3362:
3335:
3321:
3294:
3288:
3269:
3265:March, Jerry
3258:
3241:
3237:
3231:
3214:
3210:
3204:
3187:
3183:
3173:
3161:. Retrieved
3154:
3141:
3116:
3112:
3106:
3089:
3085:
3078:
3049:
3041:
3000:
2994:
2968:
2962:
2943:
2939:
2929:
2916:
2906:
2869:
2833:
2829:
2819:
2786:
2783:Phys. Rev. B
2782:
2772:
2755:
2751:
2745:
2728:
2724:
2718:
2701:
2674:
2648:
2631:
2626:
2623:Brown, H. C.
2616:
2589:
2568:. Retrieved
2553:
2546:
2529:
2523:
2477:
2471:
2457:cite journal
2430:
2426:
2412:
2388:
2352:
2349:L-selectride
2317:
2305:
2298:
2282:
2269:thiophenicol
2243:
2235:
2228:
2220:Applications
2181:
2161:+ 4 NaCl + B
2120:derivative:
2090:
2047:
2032:
1980:nitrosamines
1790:
1780:
1765:
1740:
1732:
1709:
1643:
1611:
1604:+ 8 MgO + CO
1570:
1506:
1459:
1441:
1420:
1399:
1384:
1373:
1365:
1354:
1343:
1328:
1324:
1320:
1316:
1294:
1263:
1170:
1158:
1107:
1103:
1099:
1098:
961:
939:Autoignition
865:
797:
749:
730:
705:
678:
657:
637:
353:RTECS number
338:
323:
220:
205:
126:
98:Identifiers
3518:ABC Science
3113:Tetrahedron
2423:, at 90° K"
2215:(ΔH < 0)
2050:borohydride
1750:selectivity
1718:, α-hydroxy
1351:space group
1280:to produce
1154:papermaking
1142:crystalline
976:median dose
962:Lethal dose
941:temperature
928:Flash point
792:Signal word
624:m, No. 225
615:Space group
534:hygroscopic
528:Appearance
491:Properties
242:100.037.262
174:CHEBI:50985
5428:Categories
3903:Oxyhalides
2940:Inorganics
2634:: 186–90.
2528:Record of
2368:References
2118:titanocene
1924:1825, 1793
1724:thioesters
1716:anhydrides
1686:+ B(O−CHR
1670:+ B(O−CHR
1635:Reactivity
1313:polymorphs
1258:insoluble
1175:, certain
1167:Properties
761:Pictograms
593:Structure
573:Solubility
545:1.07 g/cm
516:Molar mass
378:87L0B9CPPA
185:ChemSpider
141:3D model (
122:15681-89-7
115:16940-66-2
105:CAS Number
77:IUPAC name
3689:Inorganic
3163:29 August
3159:: 128–133
3133:0040-4020
3070:263409353
3027:cite book
3019:915135847
2898:751968805
2811:122588719
2505:cite book
2497:930681942
2394:CRC Press
2273:vitamin A
2249:aldehydes
2061:3 [BH
2029:Oxidation
1499:+ 3 NaOCH
1291:Structure
1134:Na[BH
1114:with the
858:P402+P404
854:P370+P378
850:P308+P313
842:P231+P232
752:labelling
698:formation
672:Std molar
504:Na[BH
389:UN number
360:ED3325000
263:241-004-4
255:EC Number
3642:Archived
3554:22873406
3533:ACS Nano
3425:20329388
3267:(2007),
2850:18031032
2314:See also
2257:alcohols
2206:O → NaBO
2141:+ 4 NaBH
2109:(or the
2069:→ [B
1809:comment
1800:additive
1775:methanol
1720:lactones
1600:→ 4 NaBH
1555:→ 4 NaBH
1173:alcohols
1110:, is an
866:NFPA 704
743:Hazards
587:pyridine
567:550 g/L
334:23671303
319:23673181
5089:Organic
4442:NaAl(SO
3696:Halides
3578:3 April
3156:Arkivoc
2791:Bibcode
2537:of the
2533:in the
2435:Bibcode
2253:ketones
2246:reduces
2092:[BH
2077:] + 2 H
1736:diglyme
1682:NaO−CHR
1629:+ 2 MgO
1551:+ 7 SiO
1304:[BH
1270:diglyme
1230:Diglyme
1185:Solvent
1116:formula
1081:what is
1079: (
1028:cations
726:(Δ
674:entropy
579:ammonia
541:Density
510:
337: (
322: (
312:4311764
299:PubChem
219: (
216:9312193
204: (
201:9052313
125: (
5219:(OH)CO
5119:HCOONa
5039:[Co(NO
4983:Fe(CN)
4971:Fe(CN)
4931:Zn(OH)
4620:NaHXeO
4454:NaAuCl
4407:Others
4155:NaHSeO
3602:
3552:
3423:
3383:
3350:
3309:
3277:
3131:
3068:
3058:
3017:
3007:
2983:
2946:: 10.
2896:
2886:
2848:
2809:
2709:
2689:
2604:
2570:20 May
2561:
2495:
2485:
2400:
2308:foxing
2267:, and
2145:→ 2 (C
2100:ligand
2041:gives
2035:iodine
1728:imines
1726:, and
1694:+ 4 H
1662:+ 4 R
1625:→ NaBH
1621:+ NaBO
1559:+ 7 Na
1478:) and
1177:ethers
1076:verify
1073:
1026:Other
997:anions
995:Other
798:Danger
583:amines
475:SMILES
278:23167
71:Names
5372:COONa
5359:COONa
5272:AlNaO
5145:COONa
5132:COONa
5052:NaNSi
5047:]
4662:NaTcO
4654:NaTcO
4649:NaSCN
4641:NaReO
4636:NaOCN
4628:NaMnO
4600:NaHCO
4587:NaCoO
4582:NaCNO
4569:NaBiO
4473:NaAsF
4463:NaSbF
4422:NaAlO
4414:NaAlH
4395:NaSbO
4027:NaHSO
4019:NaHSO
3960:NaBrO
3952:NaBrO
3944:NaBrO
3939:NaBrO
3931:NaClO
3923:NaClO
3915:NaClO
3910:NaClO
3831:NaHTe
3817:NaSeH
3515:" in
3409:(PDF)
3151:(PDF)
2807:S2CID
2210:+ 4 H
2202:+ 2 H
2098:is a
2081:+ 2 I
2065:] + I
1869:1862
1617:2 MgH
1576:8 MgH
1513:borax
1487:B(OCH
1234:5.15
1224:3.16
1015:Borax
824:H360F
521:37.83
436:InChI
393:1426
194:26189
165:ChEBI
143:JSmol
5186:NaCH
5072:PdCl
4995:Fe(C
4847:O(UO
4835:PtCl
4823:IrCl
4670:NaVO
4577:NaCN
4513:NaBO
4508:(CN)
4504:NaBH
4496:NaBH
4375:HAsO
4230:NaPO
4194:NaNO
4186:NaNO
3976:NaIO
3968:NaIO
3873:NaNH
3803:NaSH
3789:NaOD
3784:NaOH
3731:NaAt
3721:NaBr
3716:NaCl
3708:NaHF
3600:ISBN
3580:2018
3550:PMID
3439:link
3421:PMID
3381:ISBN
3348:ISBN
3307:ISBN
3275:ISBN
3165:2006
3129:ISSN
3066:OCLC
3056:ISBN
3033:link
3015:OCLC
3005:ISBN
2981:ISBN
2894:OCLC
2884:ISBN
2846:PMID
2707:ISBN
2687:ISBN
2602:ISBN
2572:2015
2559:ISBN
2515:link
2511:link
2493:OCLC
2483:ISBN
2463:link
2398:ISBN
2287:for
2251:and
2198:NaBH
2183:NaBH
2157:TiBH
2137:TiCl
2125:2 (C
2111:LiBH
2104:NaBH
2010:ZrCl
2002:1793
1992:ZnCl
1984:1823
1971:TiCl
1950:NiCl
1939:1846
1932:LiCl
1914:InCl
1906:1822
1896:CoCl
1885:1794
1875:CeCl
1843:1316
1833:BiCl
1825:1837
1815:AlCl
1783:NaBH
1768:NaBH
1766:The
1758:NaBH
1743:NaBH
1658:NaBH
1645:NaBH
1612:and
1592:+ Na
1580:+ Na
1511:and
1462:NaBH
1446:NaBH
1425:NaBH
1404:NaBH
1385:Pnma
1378:NaBH
1359:NaBH
1340:NaCl
1333:NaBH
1323:and
1296:NaBH
1106:and
846:P280
838:P201
820:H314
816:H301
812:H260
607:cF8
369:UNII
284:MeSH
5400:256
5396:164
5339:NaC
5280:NaC
5259:NO]
5243:NaC
5227:NaC
5211:NaC
5195:NaC
5190:COO
5178:NaO
5114:ONa
5101:ONa
5056:(CH
5027:SiF
5015:SiO
4891:TiO
4879:SiO
4811:MoO
4799:MnO
4770:GeO
4726:CrO
4612:XeO
4595:NaH
4487:TiF
4434:AlF
4387:AsO
4383:NaH
4363:AsO
4351:AsO
4246:HPO
4218:NaH
4167:TeO
4147:SeO
4135:SeO
3865:NaN
3755:NaO
3747:NaO
3726:NaI
3703:NaF
3542:doi
3530:".
3497:doi
3477:doi
3457:doi
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3340:doi
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3246:doi
3219:doi
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3121:doi
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2973:doi
2948:doi
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2838:doi
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2636:doi
2594:doi
2443:doi
2353:sec
2193:.
2169:+ H
2037:in
1859:Te)
1563:SiO
1530:):
1366:P42
1241:(CH
1204:13
956:3%
750:GHS
709:298
682:298
405:EPA
302:CID
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5410:Na
5404:68
5389:Na
5383:35
5379:18
5370:33
5366:17
5357:31
5353:15
5334:Na
5321:Na
5308:Na
5304:NO
5270:16
5255:Na
5245:10
5233:23
5229:12
5203:CO
5150:Na
5097:CH
5068:Na
5035:Na
5023:Na
5011:Na
4991:Na
4979:Na
4967:Na
4961:28
4957:10
4951:Na
4943:VO
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4927:Na
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4899:Na
4887:Na
4875:Na
4859:Na
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4831:Na
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4807:Na
4795:Na
4787:Na
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4778:Na
4766:Na
4760:10
4754:Cr
4750:Na
4738:Cr
4734:Na
4722:Na
4706:Na
4690:Na
4682:CO
4678:Na
4608:Na
4563:13
4553:Na
4537:Na
4521:Na
4483:Na
4430:Na
4371:Na
4359:Na
4347:Na
4327:Na
4311:Na
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4295:Na
4287:PO
4283:Na
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4242:Na
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4202:Na
4163:Na
4143:Na
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4115:Na
4099:Na
4083:Na
4067:Na
4051:Na
4035:Na
4011:SO
4007:Na
3999:SO
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3890:Na
3881:Na
3856:Na
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3836:Na
3826:Te
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1243:3
1217:2
1213:3
1197:3
1138:]
1136:4
1129:4
1126:H
1123:B
1071:Y
978:)
974:(
915:W
907:2
900:1
893:3
733:)
731:G
728:f
711:)
706:H
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684:)
679:S
677:(
660:)
658:C
656:(
638:a
622:3
508:]
506:4
482:.
407:)
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344:)
342:4
339:T
329:)
327:4
324:D
226:)
224:4
221:T
211:)
209:4
206:D
145:)
132:)
130:4
127:D
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