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and other low-molecular weight amines, is a skin and respiratory irritant. Unless tightly contained, liquid ethylenediamine will release toxic and irritating vapors into its surroundings, especially on heating. The vapors absorb moisture from humid air to form a characteristic white mist, which is
934:
1503:
Ethylenediamine, because it contains two amine groups, is a widely used precursor to various polymers. Condensates derived from formaldehyde are plasticizers. It is widely used in the production of polyurethane fibers. The PAMAM class of
1824:
952:
1432:. Ethylenediamine has also been used in dermatologic preparations, but has been removed from some because of causing contact dermatitis. When used as a pharmaceutical excipient, after oral administration its
816:
1999:
Kotti, S. R. S. S.; Timmons, C.; Li, G. (2006). "Vicinal diamino functionalities as privileged structural elements in biologically active compounds and exploitation of their synthetic chemistry".
773:
1452:
1662:, with the two nitrogen atoms donating their lone pairs of electrons when ethylenediamine acts as a ligand. It is often abbreviated "en" in inorganic chemistry. The complex
1694:
898:
937:
2515:
1868:
1846:
1035:
2147:
1145:
1764:
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1943:
1384:. Hydroxyethylethylenediamine is another commercially significant chelating agent. Numerous bio-active compounds and drugs contain the N–CH
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1983:
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Ethylenediamine is used in large quantities for production of many industrial chemicals. It forms derivatives with
1152:
2672:
2298:
1686:
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301:
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1316:
Ethylenediamine can be purified by treatment with sodium hydroxide to remove water followed by distillation.
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1352:. Because of its bifunctional nature, having two amino groups, it readily forms heterocycles such as
245:
1396:. Salts of ethylenebisdithiocarbamate are commercially significant fungicides under the brand names
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2648:
2278:
2167:
1525:
982:
878:
398:
295:
2763:
2738:
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2384:
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Hogan DJ (January 1990). "Allergic contact dermatitis to ethylenediamine. A continuing problem".
612:
792:
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Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic".
1299:
691:
802:
215:
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830:
785:
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1966:
Rollinson, Carl L.; Bailar, John C. Jr. (1946). "Tris(ethylenediamine)chromium(III) Salts".
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797:
359:
75:
8:
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1956:
Hans-Jürgen Arpe, Industrielle
Organische Chemie, 6. Auflage (2007), Seite 275, Wiley VCH
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aka benodain, discovered in 1933 at the
Pasteur Institute in France, and also including
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is generated, which forms a salt with the amine. The amine is liberated by addition of
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1210:. It is a widely used building block in chemical synthesis, with approximately 500,000
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during World War II, giving the nitromethane and ethylenediamine mixture the nickname
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Zuidema, J. (1985-08-23). "Ethylenediamine, profile of a sensitizing excipient".
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Nomenclature of
Organic Chemistry: IUPAC Recommendations and Preferred Names 2013
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This process involves passing the gaseous reactants over a bed of nickel
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produced in 1998. Ethylenediamine is the first member of the so-called
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Another industrial route to ethylenediamine involves the reaction of
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Except where otherwise noted, data are given for materials in their
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extremely irritating to skin, eyes, lungs and mucous membranes.
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Immediately
Dangerous to Life or Health Concentrations (IDLH)
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1408:-containing fungicides are derived from ethylenediamine.
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844:
1360:
Precursor to chelation agents, drugs, and agrochemicals
1593:(EDDI) is added to animal feeds as a source of iodide.
1428:, where it serves to solubilize the active ingredient
1364:
A most prominent derivative of ethylenediamine is the
1869:
National
Institute for Occupational Safety and Health
1847:
National
Institute for Occupational Safety and Health
1471:. The other classes are derivatives of ethanolamine,
1232:
Ethylenediamine is produced industrially by treating
1240:
under pressure at 180 °C in an aqueous medium:
1524:is generated from ethylenediamine. The derivative
840:
1765:International Union of Pure and Applied Chemistry
1305:It can be produced in the lab by the reaction of
2725:
856:
322:
1965:
1685:Related derivatives of ethylenediamine include
1340:(at elevated temperatures), alkylating agents,
933:
110:
1998:
1897:Ullmann's Encyclopedia of Industrial Chemistry
1560:with polar solvents and is used to solubilize
1372:, which is derived from ethylenediamine via a
906:
89:Edamine, 1,2-Diaminoethane, 'en' when a ligand
2439:
2168:
1511:
2143:CDC - NIOSH Pocket Guide to Chemical Hazards
1825:Institute for Occupational Safety and Health
1745:. European Union. 12 February 2007. Annex II
1631:into an explosive. This mixture was used at
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1942:: CS1 maint: location missing publisher (
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1884:
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1535:(EBS) is a commercially significant mold-
358:
2041:
1841:NIOSH Pocket Guide to Chemical Hazards.
1812:
1810:
1808:
1806:
1804:
1802:
1800:
2078:
1932:(6th ed.). Wiley VCH. p. 245.
397:
300:
49:Ball and stick model of ethylenediamine
2726:
1875:
1836:
1834:
1832:
1687:ethylenediaminetetraacetic acid (EDTA)
1451:are the oldest of the five classes of
990:385 °C (725 °F; 658 K)
549:116 °C (241 °F; 389 K)
227:
59:Space-filling model of ethylenediamine
2774:Organic compounds with 2 carbon atoms
2427:
2156:
1797:
1546:
429:Key: PIICEJLVQHRZGT-UHFFFAOYSA-N
194:
174:
1950:
1927:
1921:
1436:is about 0.34, due to a substantial
976:34 °C (93 °F; 307 K)
1829:
1498:
539:8 °C (46 °F; 281 K)
313:
283:
13:
2001:Chemical Biology & Drug Design
1959:
1680:
1508:are derived from ethylenediamine.
1279:(TETA) are formed as by-products.
929:
54:
44:
14:
2785:
2119:
1970:. Vol. 2. pp. 196–200.
1440:. Less than 20% is eliminated by
2453:
2124:
2013:10.1111/j.1747-0285.2006.00347.x
1648:Ethylenediamine is a well-known
1639:, or Picatinny Liquid Explosive.
1290:
1244:
1199:. This colorless liquid with an
1130:
806:
801:
796:
791:
483:
477:
31:
22:
2299:2,4-Dimethyl-6-tert-butylphenol
2182:
2072:
2035:
1992:
1453:first-generation antihistamines
1319:
1126:(at 25 °C , 100 kPa).
763:−1.8678 to −1.8668 MJ mol
426:InChI=1S/C2H8N2/c3-1-2-4/h1-4H2
1930:Industrielle Organische Chemie
1899:. Weinheim: Wiley-VCH Verlag.
1853:
1773:The Royal Society of Chemistry
1757:
1735:
471:
1:
2058:10.1016/S0733-8635(18)30536-9
1728:
1591:ethylenediamine dihydroiodide
1572:. It is also used in certain
1260:and can then be recovered by
1040:(US health exposure limits):
736:−63.55 to −62.47 kJ mol
2370:Automatic transmission fluid
2304:Dinonylnaphthylsulfonic acid
2256:Racing fuel (Tetraethyllead)
2081:Pharmacy World & Science
1221:
1028:470 mg/kg (oral, guinea pig)
7:
1701:of ethylenediamine include
1627:as a compound to sensitize
1543:in gasoline and motor oil.
1392:–N linkage, including some
1008:or concentration (LD, LC):
40:
10:
2790:
2294:Dimethyl methylphosphonate
1976:10.1002/9780470132333.ch60
1928:Arpe, Hans-Jürgen (2007).
1691:tetramethylethylenediamine
1669:tris-chelate complex. The
1522:tetraacetylethylenediamine
1512:Tetraacetylethylenediamine
1225:
2690:
2641:
2461:
2393:
2352:
2264:
2193:
1821:GESTIS Substance Database
1715:
1695:tetraethylethylenediamine
1485:tricyclic antidepressants
1412:Pharmaceutical ingredient
1120:
1083:
1034:
1004:
772:
767:
709:202.42 J K mol
685:172.59 J K mol
665:
458:
438:
413:
94:
86:
74:
69:
39:
30:
21:
2654:Butylated hydroxytoluene
2649:Butylated hydroxyanisole
2279:Butylated hydroxytoluene
2138:IRIS EPA Ethylenediamine
1905:10.1002/14356007.a02_001
1533:-ethylenebis(stearamide)
1447:Ethylenediamine-derived
873:Precautionary statements
606:5.8 mol Pa kg
584:1.3 kPa (at 20 °C)
2769:Foul-smelling chemicals
2385:Windshield washer fluid
2329:Methyl tert-butyl ether
2309:2,6-Di-tert-butylphenol
2221:Lead Replacement Petrol
1300:heterogeneous catalysts
1030:1160 mg/kg (oral, rat)
613:Magnetic susceptibility
2236:Compressed natural gas
1720:Ethylenediamine, like
1660:coordination compounds
1644:Coordination chemistry
1416:Ethylenediamine is an
940:
60:
50:
2133:at Wikimedia Commons
1781:10.1039/9781849733069
1677:and ethylenediamine.
1066:TWA 10 ppm (25 mg/m)
1053:TWA 10 ppm (25 mg/m)
1026:500 mg/kg (oral, rat)
939:
58:
48:
2754:Corrosion inhibitors
1404:, and Metiram. Some
1277:triethylenetetramine
922:(fire diamond)
76:Preferred IUPAC name
2759:Commodity chemicals
1968:Inorganic Syntheses
1710:-diaminocyclohexane
1665:is an archetypical
1581:corrosion inhibitor
1216:polyethylene amines
1115:Ethylenedinitramine
1090:Related alkanamines
556:Solubility in water
501: g·mol
156:Beilstein Reference
18:
2668:1,2-Diaminopropane
2469:6-Hydroxymelatonin
2289:1,2-Dichloroethane
2093:10.1007/BF02097249
1703:1,2-diaminopropane
1547:Other applications
1374:Strecker synthesis
1273:Diethylenetriamine
1234:1,2-dichloroethane
1153:Infobox references
1099:1,3-Diaminopropane
1095:1,2-Diaminopropane
1084:Related compounds
1075:(Immediate danger)
941:
80:Ethane-1,2-diamine
61:
51:
16:
2749:Fuel antioxidants
2721:
2720:
2642:Fuel antioxidants
2533:
2484:Alpha-lipoic acid
2477:
2462:Food antioxidants
2421:
2420:
2344:Tetranitromethane
2324:Metal deactivator
2284:1,2-Dibromoethane
2129:Media related to
1985:978-0-470-13233-3
1893:Amines, Aliphatic
1861:"Ethylenediamine"
1790:978-0-85404-182-4
1633:Picatinny Arsenal
1598:color photography
1487:, as well as the
1455:, beginning with
1438:first-pass effect
1254:hydrogen chloride
1252:In this reaction
1161:Chemical compound
1159:
1158:
1106:Related compounds
831:Hazard statements
509:Colorless liquid
382:CompTox Dashboard
136:Interactive image
65:
64:
2781:
2744:Chelating agents
2566:-Acetylserotonin
2531:
2475:
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2441:
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2408:MTBE controversy
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1697:(TEEDA). Chiral
1675:salicylaldehydes
1610:fabric softeners
1499:Role in polymers
1342:carbon disulfide
1326:carboxylic acids
1294:
1270:
1258:sodium hydroxide
1248:
1203:-like odor is a
1177:organic compound
1167:(abbreviated as
1143:
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1134:
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996:Explosive limits
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466:Chemical formula
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265:Gmelin Reference
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17:Ethylenediamine
15:
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2682:Ethylenediamine
2673:2,4-Dimethyl-6-
2637:
2557:-Acetylcysteine
2457:
2452:
2422:
2417:
2413:Pay at the pump
2389:
2348:
2319:Ethylenediamine
2260:
2201:Gasoline/petrol
2189:
2181:
2131:Ethylenediamine
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1775:. p. 676.
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1681:Related ligands
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1549:
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1501:
1434:bioavailability
1414:
1391:
1387:
1362:
1322:
1307:ethylene glycol
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1230:
1224:
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1186:
1165:Ethylenediamine
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1149:
1148: ?)
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2764:Ethyleneamines
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2739:Amine solvents
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2120:External links
2118:
2115:
2114:
2087:(4): 134–140.
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2007:(2): 101–114.
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1596:chemicals for
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1588:
1583:in paints and
1577:
1574:electroplating
1548:
1545:
1513:
1510:
1500:
1497:
1489:cyproheptadine
1481:phenothiazines
1465:tripelennamine
1449:antihistamines
1422:bronchodilator
1420:in the common
1413:
1410:
1394:antihistamines
1389:
1385:
1361:
1358:
1354:imidazolidines
1321:
1318:
1296:
1295:
1250:
1249:
1228:ethyleneamines
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1156:
1151:
1129:
1128:
1124:standard state
1121:
1118:
1117:
1108:
1105:
1102:
1101:
1092:
1089:
1086:
1085:
1081:
1080:
1077:
1071:
1068:
1067:
1064:
1058:
1055:
1054:
1051:
1045:
1042:
1041:
1032:
1031:
1024:
1015:
1013:
1010:
1009:
1002:
1001:
998:
992:
991:
988:
981:
978:
977:
974:
968:
967:
957:
950:
943:
928:
927:
926:
925:
923:
914:
913:
899:P305+P351+P338
876:
871:
868:
867:
834:
829:
826:
825:
820:
815:
812:
811:
789:
784:
781:
780:
770:
769:
765:
764:
761:
755:
749:
741:
738:
737:
734:
728:
722:
714:
711:
710:
707:
701:
690:
687:
686:
683:
671:
668:
667:
663:
662:
659:
654:
646:
643:
642:
640:
639:
636:10 cm mol
629:
627:10 cm mol
619:
617:
611:
608:
607:
604:
599:
589:
586:
585:
582:
580:Vapor pressure
576:
575:
572:
563:
562:
559:
554:
551:
550:
547:
541:
540:
537:
531:
530:
527:
521:
520:
517:
511:
510:
507:
503:
502:
496:
490:
489:
486:
480:
474:
469:
464:
461:
460:
456:
455:
453:
452:
449:
441:
440:
439:
436:
435:
433:
432:
428:
425:
424:
416:
415:
414:
411:
410:
408:
407:
394:
392:
380:
377:
376:
373:
367:
366:
364:
363:
355:
353:
347:
346:
344:
343:
339:
337:
331:
330:
328:
327:
319:
317:
309:
306:
305:
298:
292:
291:
289:
288:
280:
278:
272:
271:
268:
263:
260:
259:
257:
256:
252:
250:
242:
241:
231:
223:
222:
220:
219:
211:
209:
203:
202:
200:
199:
191:
189:
183:
182:
180:
179:
171:
169:
163:
162:
159:
154:
151:
150:
147:
146:Abbreviations
143:
142:
140:
139:
131:
129:
122:
119:
118:
116:
115:
107:
105:
100:
97:
96:
92:
91:
88:
84:
83:
79:
78:
72:
71:
67:
66:
63:
62:
52:
37:
36:
28:
27:
9:
6:
4:
3:
2:
2786:
2775:
2772:
2770:
2767:
2765:
2762:
2760:
2757:
2755:
2752:
2750:
2747:
2745:
2742:
2740:
2737:
2735:
2732:
2731:
2729:
2714:
2711:
2709:
2706:
2704:
2701:
2699:
2696:
2695:
2693:
2689:
2683:
2680:
2678:
2676:
2671:
2669:
2666:
2664:
2662:
2657:
2655:
2652:
2650:
2647:
2646:
2644:
2640:
2634:
2631:
2628:
2625:
2623:
2620:
2617:
2613:
2610:
2607:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2567:
2565:
2561:
2558:
2556:
2552:
2550:
2547:
2545:
2542:
2540:
2537:
2535:
2529:
2527:
2524:
2522:
2519:
2517:
2514:
2512:
2509:
2507:
2504:
2501:
2497:
2494:
2491:
2490:Ascorbic acid
2488:
2485:
2482:
2479:
2472:
2470:
2467:
2466:
2464:
2460:
2456:
2449:
2444:
2442:
2437:
2435:
2430:
2429:
2426:
2414:
2411:
2409:
2406:
2404:
2401:
2400:
2398:
2396:
2392:
2386:
2383:
2381:
2378:
2376:
2373:
2371:
2368:
2366:
2363:
2361:
2358:
2357:
2355:
2351:
2345:
2342:
2340:
2337:
2335:
2332:
2330:
2327:
2325:
2322:
2320:
2317:
2315:
2312:
2310:
2307:
2305:
2302:
2300:
2297:
2295:
2292:
2290:
2287:
2285:
2282:
2280:
2277:
2275:
2272:
2271:
2269:
2267:
2263:
2257:
2254:
2252:
2249:
2247:
2244:
2242:
2239:
2237:
2234:
2232:
2229:
2227:
2224:
2222:
2219:
2217:
2214:
2212:
2209:
2207:
2204:
2202:
2199:
2198:
2196:
2192:
2188:
2185:
2178:
2173:
2171:
2166:
2164:
2159:
2158:
2155:
2149:
2148:Chemical data
2146:
2144:
2141:
2139:
2136:
2135:
2134:
2132:
2127:
2110:
2106:
2102:
2098:
2094:
2090:
2086:
2082:
2075:
2067:
2063:
2059:
2055:
2051:
2047:
2046:
2045:Dermatol Clin
2038:
2030:
2026:
2022:
2018:
2014:
2010:
2006:
2002:
1995:
1987:
1981:
1977:
1973:
1969:
1962:
1953:
1945:
1939:
1931:
1924:
1916:
1914:3-527-30673-0
1910:
1906:
1902:
1898:
1894:
1887:
1885:
1883:
1881:
1879:
1870:
1866:
1862:
1856:
1848:
1844:
1837:
1835:
1833:
1826:
1822:
1818:
1813:
1811:
1809:
1807:
1805:
1803:
1801:
1792:
1786:
1782:
1778:
1774:
1770:
1766:
1760:
1744:
1738:
1734:
1726:
1723:
1713:
1711:
1709:
1704:
1700:
1696:
1693:(TMEDA), and
1692:
1688:
1678:
1676:
1672:
1671:salen ligands
1668:
1664:
1661:
1657:
1654:
1651:
1638:
1634:
1630:
1626:
1623:
1619:
1615:
1611:
1607:
1603:
1599:
1595:
1592:
1589:
1586:
1582:
1578:
1575:
1571:
1567:
1563:
1559:
1555:
1551:
1550:
1544:
1542:
1538:
1537:release agent
1534:
1532:
1528:
1523:
1519:
1509:
1507:
1496:
1494:
1490:
1486:
1482:
1478:
1474:
1470:
1466:
1462:
1458:
1454:
1450:
1445:
1443:
1439:
1435:
1431:
1427:
1426:aminophylline
1423:
1419:
1409:
1407:
1403:
1399:
1395:
1383:
1379:
1375:
1371:
1367:
1357:
1355:
1351:
1347:
1343:
1339:
1335:
1331:
1327:
1317:
1314:
1312:
1308:
1303:
1301:
1293:
1289:
1288:
1287:
1286:and ammonia:
1285:
1280:
1278:
1274:
1268:
1263:
1262:rectification
1259:
1255:
1247:
1243:
1242:
1241:
1239:
1235:
1229:
1219:
1217:
1213:
1209:
1206:
1202:
1182:
1178:
1174:
1170:
1166:
1154:
1147:
1142:
1125:
1119:
1116:
1112:
1109:
1104:
1103:
1100:
1096:
1093:
1088:
1087:
1082:
1078:
1074:
1070:
1069:
1065:
1062:(Recommended)
1061:
1057:
1056:
1052:
1049:(Permissible)
1048:
1044:
1043:
1039:
1038:
1033:
1025:
1021:
1012:
1011:
1007:
1003:
999:
997:
994:
993:
989:
986:
980:
979:
975:
973:
970:
969:
962:
955:
948:
924:
921:
920:
916:
915:
877:
874:
870:
869:
835:
832:
828:
827:
824:
821:
818:
814:
813:
809:
804:
799:
794:
790:
787:
783:
782:
778:
776:
771:
766:
762:
754:
746:
740:
739:
735:
727:
719:
713:
712:
708:
700:
695:
689:
688:
684:
679:
674:
673:Heat capacity
670:
669:
664:
660:
653:
649:
645:
644:
630:
621:
620:
618:
614:
610:
609:
605:
598:
594:
588:
587:
583:
581:
578:
577:
573:
571:
570:
565:
564:
560:
557:
553:
552:
548:
546:
545:Boiling point
543:
542:
538:
536:
535:Melting point
533:
532:
528:
526:
523:
522:
518:
516:
513:
512:
508:
505:
504:
497:
495:
492:
491:
470:
467:
463:
462:
457:
448:
447:
444:
437:
423:
422:
419:
412:
404:
400:
399:DTXSID5021881
396:
395:
393:
383:
379:
378:
374:
372:
369:
368:
361:
357:
356:
354:
352:
349:
348:
341:
340:
338:
336:
333:
332:
325:
321:
320:
318:
312:
308:
307:
303:
299:
297:
294:
293:
286:
282:
281:
279:
277:
274:
273:
269:
266:
262:
261:
254:
253:
251:
249:
244:
243:
239:
235:
232:
230:
228:ECHA InfoCard
225:
224:
217:
213:
212:
210:
208:
205:
204:
197:
193:
192:
190:
188:
185:
184:
177:
173:
172:
170:
168:
165:
164:
160:
157:
153:
152:
148:
145:
144:
137:
133:
132:
130:
126:
121:
120:
113:
109:
108:
106:
103:
99:
98:
93:
85:
77:
73:
68:
57:
53:
47:
43:
42:
38:
34:
29:
25:
20:
2698:Folin method
2691:Measurements
2681:
2677:-butylphenol
2674:
2663:-butylphenol
2660:
2629:(coenzyme Q)
2612:Tocotrienols
2563:
2554:
2455:Antioxidants
2334:Nitromethane
2318:
2274:Butyl rubber
2251:Butanol fuel
2123:
2084:
2080:
2074:
2052:(1): 133–6.
2049:
2043:
2037:
2004:
2000:
1994:
1967:
1961:
1952:
1929:
1923:
1896:
1892:
1864:
1855:
1768:
1759:
1747:. Retrieved
1743:"32007R0129"
1737:
1719:
1707:
1684:
1647:
1629:nitromethane
1600:developing,
1530:
1526:
1515:
1502:
1493:phenindamine
1446:
1430:theophylline
1415:
1400:, Mancozeb,
1382:formaldehyde
1363:
1323:
1320:Applications
1315:
1304:
1297:
1284:ethanolamine
1281:
1251:
1231:
1168:
1164:
1163:
1036:
1005:
983:Autoignition
918:
822:
774:
752:
725:
698:
677:
651:
596:
568:
335:RTECS number
95:Identifiers
87:Other names
2602:Tocopherols
2587:Resveratrol
2572:Oleocanthal
2521:Glutathione
2516:Polyphenols
2496:Carotenoids
2492:(vitamin C)
2375:Brake fluid
2226:Electricity
2216:Biogasoline
1616:agents for
1444:excretion.
1406:imidazoline
1330:fatty acids
1328:(including
1275:(DETA) and
1265: [
1020:median dose
1006:Lethal dose
985:temperature
972:Flash point
817:Signal word
591:Henry's law
519:Ammoniacal
506:Appearance
459:Properties
234:100.003.154
176:CHEBI:30347
2728:Categories
2627:Ubiquinone
2592:Selegiline
2582:Rasagiline
2577:Oleuropein
2549:Mofegiline
2539:Ladostigil
2534:-carnitine
2478:-carnitine
2365:Antifreeze
2194:Fuel types
1729:References
1541:surfactant
1520:activator
1506:dendrimers
1477:piperazine
1473:alkylamine
1469:antazoline
1461:mepyramine
1418:ingredient
1376:involving
1226:See also:
1111:Ethylamine
786:Pictograms
745:combustion
638:(HCl salt)
529:0.90 g/cm
494:Molar mass
360:60V9STC53F
207:ChemSpider
123:3D model (
102:CAS Number
2633:Uric acid
2616:vitamin E
2606:vitamin E
2544:Melatonin
2511:Edaravone
2500:vitamin A
2403:Fuel card
2360:Motor oil
2211:Biodiesel
1938:cite book
1653:chelating
1650:bidentate
1606:adhesives
1518:bleaching
1457:piperoxan
1366:chelating
1346:aldehydes
1222:Synthesis
1179:with the
1175:) is the
1079:1000 ppm
903:P308+P313
777:labelling
718:formation
692:Std molar
561:miscible
371:UN number
342:KH8575000
255:203-468-6
247:EC Number
196:ChEMBL816
2734:Diamines
2597:Selenium
2506:Curcumin
2380:Gear oil
2241:Hydrogen
2231:Kerosene
2109:11016366
2029:37177899
2021:16492158
1871:(NIOSH).
1849:(NIOSH).
1767:(2014).
1585:coolants
1566:albumins
1564:such as
1562:proteins
1558:miscible
1556:, it is
1495:family)
1338:alcohols
1334:nitriles
1000:2.7–16%
919:NFPA 704
768:Hazards
615:(χ)
593:constant
216:13835550
112:107-15-3
2659:2,6-Di-
2622:Tyrosol
2480:(ALCAR)
2474:Acetyl-
2314:Ecalene
2246:Ethanol
2101:3900925
2066:2137392
1843:"#0269"
1823:of the
1819:in the
1817:Record
1722:ammonia
1699:analogs
1618:epoxies
1602:binders
1554:solvent
1378:cyanide
1368:agent
1350:ketones
1238:ammonia
1201:ammonia
1181:formula
1171:when a
1146:what is
1144: (
694:entropy
661:1.4565
595: (
574:−2.057
525:Density
311:PubChem
161:605263
2395:Retail
2353:Fluids
2206:Diesel
2107:
2099:
2064:
2027:
2019:
1982:
1911:
1787:
1716:Safety
1667:chiral
1656:ligand
1620:, and
1614:curing
1576:baths.
1570:casein
1539:and a
1467:, and
1344:, and
1212:tonnes
1173:ligand
1141:verify
1138:
823:Danger
623:−46.26
499:60.100
443:SMILES
285:D01114
187:ChEMBL
70:Names
2568:(NAS)
2559:(NAC)
2486:(ALA)
2187:fuels
2184:Motor
2105:S2CID
2025:S2CID
1749:3 May
1708:trans
1579:as a
1552:as a
1442:renal
1424:drug
1402:Zineb
1398:Maneb
1269:]
1236:with
1208:amine
1205:basic
1037:NIOSH
632:−76.2
418:InChI
375:1604
270:1098
167:ChEBI
125:JSmol
2713:FRAP
2708:TEAC
2703:ORAC
2675:tert
2661:tert
2097:PMID
2062:PMID
2017:PMID
1980:ISBN
1944:link
1909:ISBN
1785:ISBN
1751:2012
1705:and
1658:for
1622:dyes
1568:and
1516:The
1380:and
1370:EDTA
1348:and
1311:urea
1309:and
1073:IDLH
911:P501
907:P405
895:P280
891:P273
887:P260
883:P102
879:P101
865:H412
861:H334
857:H332
853:H317
849:H314
845:H311
841:H302
837:H226
567:log
515:Odor
450:NCCN
351:UNII
324:3301
296:MeSH
276:KEGG
2089:doi
2054:doi
2009:doi
1972:doi
1901:doi
1777:doi
1637:PLX
1388:–CH
1332:),
1191:(NH
1060:REL
1047:PEL
775:GHS
756:298
729:298
702:298
387:EPA
314:CID
149:en
2730::
2103:.
2095:.
2083:.
2060:.
2048:.
2023:.
2015:.
2005:67
2003:.
1978:.
1940:}}
1936:{{
1907:.
1895:.
1877:^
1867:.
1863:.
1845:.
1831:^
1799:^
1783:.
1771:.
1712:.
1689:,
1612:,
1608:,
1604:,
1483:,
1475:,
1463:,
1356:.
1336:,
1313:.
1302:.
1271:.
1267:de
1218:.
1169:en
1113:,
1097:,
1016:50
1014:LD
909:,
905:,
901:,
897:,
893:,
889:,
885:,
881:,
863:,
859:,
855:,
851:,
847:,
843:,
839:,
779::
748:(Δ
721:(Δ
2618:)
2614:(
2608:)
2604:(
2564:N
2555:N
2532:L
2502:)
2498:(
2476:L
2447:e
2440:t
2433:v
2176:e
2169:t
2162:v
2111:.
2091::
2085:7
2068:.
2056::
2050:8
2031:.
2011::
1988:.
1974::
1946:)
1917:.
1903::
1793:.
1779::
1753:.
1624:.
1587:.
1531:N
1529:,
1527:N
1491:-
1390:2
1386:2
1197:2
1195:)
1193:2
1189:4
1187:H
1185:2
1183:C
1136:Y
1022:)
1018:(
960:0
953:2
946:3
758:)
753:H
750:c
731:)
726:H
723:f
704:)
699:S
697:(
680:)
678:C
676:(
657:)
655:D
652:n
650:(
634:×
625:×
602:)
600:H
597:k
569:P
487:2
484:N
481:8
478:H
475:2
472:C
389:)
385:(
127:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
