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C70 fullerene

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InChI=1S/C70/c1-2-22-5-6-24-13-14-26-11-9-23-4-3(21(1)51-52(22)54(24)55(26)53(23)51)33-31(1)61-35-7-8-27-15-16-29-19-20-30-18-17-28-12-10(25(7)56-57(27)59(29)60(30)58(28)56)37(35)63(33)65-36(4)40(9)67(44(17)42(12)65)69-46(11)47(14)70(50(20)49(18)69)68-43(13)39(6)66(45(16)48(19)68)64-34(5)32(2)62(61)38(8)41(15)64
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InChI=1/C70/c1-2-22-5-6-24-13-14-26-11-9-23-4-3(21(1)51-52(22)54(24)55(26)53(23)51)33-31(1)61-35-7-8-27-15-16-29-19-20-30-18-17-28-12-10(25(7)56-57(27)59(29)60(30)58(28)56)37(35)63(33)65-36(4)40(9)67(44(17)42(12)65)69-46(11)47(14)70(50(20)49(18)69)68-43(13)39(6)66(45(16)48(19)68)64-34(5)32(2)62(61)38(8)41(15)64
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molecules form an fcc arrangement where the overall symmetry depends on their relative orientations. The low-symmetry monoclinic form is observed when molecular rotation is locked by temperature or strain. Partial rotation along one of the symmetry axes of the molecule results in the higher hexagonal
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In 1990, K. Fostiropoulos, W. Krätchmer and D. R. Huffman developed a simple and efficient method of producing fullerenes in gram and even kilogram amounts which boosted fullerene research. In this technique, carbon soot is produced from two high-purity graphite electrodes by
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Haddon, R. C.; Hebard, A. F.; Rosseinsky, M. J.; Murphy, D. W.; Duclos, S. J.; Lyons, K. B.; Miller, B.; Rosamilia, J. M.; Fleming, R. M.; Kortan, A. R.; Glarum, S. H.; Makhija, A. V.; Muller, A. J.; Eick, R. H.; Zahurak, S. M.; Tycko, R.; Dabbagh, G.; Thiel, F. A. (1991). "Conducting films of
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molecule (20 hexagons and 12 pentagons), but has a belt of 5 hexagons inserted at the equator. The molecule has eight bond lengths ranging between 0.137 and 0.146 nm. Each carbon atom in the structure is bonded covalently with 3 others.
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Theoretical predictions of buckyball molecules appeared in the late 1960s to early 1970s, but they went largely unnoticed. In the early 1970s, the chemistry of unsaturated carbon configurations was studied by a group at the
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C12=C3C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%10=C%10C8=C5C1=C%10C1=C%13C5=C8C1=C2C1=C3C2=C3C%10=C%13C%14=C3C1=C8C1=C3C5=C%12C5=C8C%11=C%11C9=C7C7=C9C6=C4C2=C2C%10=C4C(=C29)C2=C6C(=C8C8=C9C6=C4C%13=C9C(=C%141)C3=C85)C%11=C27
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solid contains voids at 4 octahedral and 12 tetrahedral sites. They are large enough to accommodate impurity atoms. When electron-donating elements, such as alkali metals, are doped into these voids, C
1246:, and face-centered cubic (fcc) polymorphs at room temperature. The fcc phase is more stable at temperatures above 70 Â°C. The presence of these phases is rationalized as follows. In a solid, C 908:. Fullerenes are extracted from the soot using a multistep procedure. First, the soot is dissolved in appropriate organic solvents. This step yields a solution containing up to 70% of C 945:
and contains 37 faces (25 hexagons and 12 pentagons) with a carbon atom at the vertices of each polygon and a bond along each polygon edge. Its structure is similar to that of C
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Fabiański, Robert; Firlej, Lucyna; Zahab, Ahmed; Kuchta, Bogdan (2002). "Relationships between crystallinity, oxygen diffusion and electrical conductivity of evaporated C
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Verheijen, M.A.; Meekes, H.; Meijer, G.; Bennema, P.; De Boer, J.L.; Van Smaalen, S.; Van Tendeloo, G.; Amelinckx, S.; Muto, S.; Van Landuyt, J. (1992).
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Thirunavukkuarasu, K.; Long, V. C.; Musfeldt, J. L.; Borondics, F.; Klupp, G.; Kamarás, K.; Kuntscher, C. A. (2011). "Rotational Dynamics in C
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Rao, C.N.R.; Seshadri, Ram; Govindaraj, A.; Sen, Rahul (1995). "Fullerenes, nanotubes, onions and related carbon structures".
1890: 1542: 1479: 737:, with a carbon atom at the vertices of each polygon and a bond along each polygon edge. A related fullerene molecule, named 3440: 403: 3692: 1914: 518: 3592: 247: 415: 3717: 1688: 819:, led by Harry Kroto and David Walton. In the 1980s a technique was developed by Richard Smalley and Bob Curl at 2244: 2239: 896:
igniting an arc discharge between them in an inert atmosphere (helium gas). Alternatively, soot is produced by
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where conductivity is attributed to oxygen diffusion into the solid from atmosphere. The unit cell of fcc C
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or rhombohedral symmetries, which turn into a cubic structure when the molecules start freely rotating.
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atoms. It is a cage-like fused-ring structure which resembles a rugby ball, made of 25
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Talyzin, A.V.; Engström, I. (1998). "C70 in Benzene, Hexane, and Toluene Solutions".
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Bezmel'nitsyn, V.N.; Eletskii, A.V.; Okun', M.V. (1998). "Fullerenes in solutions".
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of a suitable target to produce clusters of atoms. Kroto realized that by using a
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for their roles in the discovery of cage-like fullerenes. The name is a homage to
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Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013
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analysis of the product indicated the formation of spheroidal carbon molecules.
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was discovered in 1985 by Robert Curl, Harold Kroto and Richard Smalley. Using
777: 753: 663: 577: 386: 1639:. University of Bristol. Chm.bris.ac.uk (1996-10-13). Retrieved on 2011-12-25. 3804: 3652: 3507: 3390: 3365: 3290: 3170: 3128: 3123: 2863: 2853: 2813: 2688: 2582: 2537: 2512: 2394: 2374: 2282: 2136: 2035: 1263: 630: 621: 557: 435: 352: 166: 3728: 3582: 3435: 3375: 3355: 3327: 3255: 3135: 3118: 3073: 3024: 2929: 2649: 2602: 2450: 2272: 824: 749: 533: 1471: 3702: 3612: 3577: 3544: 3470: 3445: 3285: 3190: 3160: 3044: 2959: 2949: 2679: 2607: 2234: 2213: 1956: 1294: 1175: 1115: 842: 805: 757: 547: 27: 3617: 3559: 3522: 3497: 3395: 3205: 3068: 1899: 1239: 1185: 321: 146: 1759: 1701: 1517: 1499: 658: 3549: 3414: 3250: 3054: 2934: 2788: 2763: 2168: 1986: 1852: 990: 986: 901: 789: 722: 494: 385:
Except where otherwise noted, data are given for materials in their
3517: 3429: 3230: 3093: 3078: 3049: 2918: 2693: 2517: 2461: 2455: 2424: 2369: 2337: 2277: 2118: 1981: 1975: 1155: 916:, as well as other fullerenes. These fractions are separated using 846: 828: 734: 635: 374: 1648: 670: 114: 3682: 3512: 3465: 3424: 3380: 3322: 3317: 3280: 3270: 3265: 3220: 3215: 3155: 3088: 2979: 2974: 2924: 2803: 2793: 2546: 2229: 1950: 1259: 1211: 1207: 1165: 1125: 1081: 1071: 989:
is irreversible. The first reduction requires around 1.0 V (
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converts into a conductor with conductivity up to around 2 
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molecule. Red atoms indicate five hexagons additional to the C
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can undergo six reversible, one-electron reductions to
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Nanostructured materials for solar energy conversion
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are a reddish brown. Millimeter-sized crystals of C
863: > 20) of which the most common were C 1206:Fullerenes are sparingly soluble in many aromatic 1456:International Union of Pure and Applied Chemistry 3802: 768:. Kroto, Curl and Smalley were awarded the 1996 198: 1879:"Fullerene Thin Films as Photovoltaic Material" 1685: 748:It was first intentionally prepared in 1985 by 90: 2314: 1915: 695: 1720:"The structure of different phases of pure C 1876: 879:to replicate and characterize unidentified 871:. For this discovery they were awarded the 2321: 2307: 1922: 1908: 1530: 702: 688: 231: 176: 154: 1758: 1929: 1567:. Nobel Prize Foundation. 9 October 1996 1534:Perspectives of fullerene nanotechnology 952: 745:fullerene) consists of 60 carbon atoms. 227: 3803: 1575: 1573: 167: 2302: 1903: 1713: 1711: 259:Key: ATLMFJTZZPOKLC-UHFFFAOYSA-N 134: 1609:Materials Science and Engineering: R 1495: 1493: 1491: 1582: 1570: 1506:The Journal of Physical Chemistry C 269:Key: ATLMFJTZZPOKLC-UHFFFAOYAA 189: 13: 3693:Nexus for Exoplanet System Science 1815: 1767: 1708: 1218:, but not in water. Solutions of C 14: 3822: 3593:Atomic and molecular astrophysics 2330:Molecules detected in outer space 1600: 1488: 1262:of 1.77 eV; they are n-type 3783: 3771: 3759: 3748: 3747: 2554: 2545: 2536: 798: 669: 657: 442: 393: 26: 3718:Polycyclic aromatic hydrocarbon 1957:Lonsdaleite (hexagonal diamond) 1870: 1806: 1689:Journal of Physical Chemistry B 1679: 1673:10.1070/PU1998v041n11ABEH000502 1642: 430:Part of a series of articles on 389:(at 25 Â°C , 100 kPa). 1885:. Elsevier. pp. 361–443. 1591: 1558: 1524: 1464:The Royal Society of Chemistry 1448: 1258:form brownish crystals with a 311: 1: 3643:Extraterrestrial liquid water 1800:10.1016/S1293-2558(02)01358-4 1621:10.1016/S0927-796X(95)00181-6 1442: 923: 873:1996 Nobel Prize in Chemistry 1751:10.1016/0301-0104(92)87026-6 1226:can be grown from solution. 890: 7: 2874:Protonated hydrogen cyanide 1537:. Springer. pp. 275–. 1011: 928: 10: 3827: 2288:Aggregated diamond nanorod 787: 783: 780:these molecules resemble. 725:molecule consisting of 70 337:Dark needle-like crystals 3742: 3633:Earliest known life forms 3628:Diffuse interstellar band 3568: 3488: 3413: 3304: 3239: 3179: 3107: 3099:Protonated cyanoacetylene 3013: 2907: 2869:Protonated carbon dioxide 2829:Hydromagnesium isocyanide 2777: 2563: 2534: 2345: 2336: 2258: 2188: 2127: 2094: 2086:(cyclo[18]carbon) 2044: 1965: 1937: 1881:. In SĹŤga, Tetsuo (ed.). 1831:by alkali-metal doping". 1017:Saturated solubility of C 1008:is an electron acceptor. 383: 298: 278: 243: 74: 62: 39: 34: 25: 3678:Iron–sulfur world theory 3673:Photodissociation region 3376:Methyl-cyano-diacetylene 2070:(cyclo[6]carbon) 2054:Linear acetylenic carbon 1229: 770:Nobel Prize in Chemistry 646:Nanocrystalline material 622:Nanostructured materials 3753:Category:Astrochemistry 3343:, fullerene, buckyball) 3030:Cyanobutadiynyl radical 3005:Silicon-carbide cluster 2995:Protonated formaldehyde 1634:Buckminsterfullerene, C 3766:Outer space portal 3608:Circumstellar envelope 2573:Aluminium(I) hydroxide 2483:Phosphorus mononitride 2360:Aluminium monofluoride 2355:Aluminium monochloride 2114:Carbide-derived carbon 1996:(buckminsterfullerene) 966: 357:sublimates at ~850 °C 3663:Interplanetary medium 3638:Extraterrestrial life 3276:Octatetraynyl radical 2894:Tricarbon monosulfide 2441:Magnesium monohydride 1472:10.1039/9781849733069 956: 906:aromatic hydrocarbons 676:Technology portal 471:Mechanical properties 3790:Chemistry portal 3778:Astronomy portal 3724:RNA world hypothesis 3708:PAH world hypothesis 3401:Heptatrienyl radical 3333:Buckminsterfullerene 3221:Methylcyanoacetylene 2729:Silicon carbonitride 2704:Methylidynephosphane 2670:Magnesium isocyanide 2578:Aluminium isocyanide 2380:Carbon monophosphide 1931:Allotropes of carbon 1877:Katz, E. A. (2006). 1780:Solid State Sciences 1092:carbon tetrachloride 1004:), indicating that C 817:University of Sussex 739:buckminsterfullerene 641:Nanoporous materials 504:Buckminsterfullerene 41:Preferred IUPAC name 3668:Interstellar medium 3648:Forbidden mechanism 3461:Hydrogen isocyanide 3151:Hexatriynyl radical 2734:c-Silicon dicarbide 2639:Hydrogen isocyanide 2503:Silicon monosulfide 2478:Phosphorus monoxide 2446:Methylidyne radical 2405:Fluoromethylidynium 2365:Aluminium(II) oxide 1845:1991Natur.350..320H 1792:2002SSSci...4.1009F 1743:1992CP....166..287V 1665:1998PhyU...41.1091B 1531:Eiji ĹŚsawa (2002). 1287: 1042:1,2-dichlorobenzene 1026: 881:interstellar matter 855:clusters (for even 543:Carbon quantum dots 369:insoluble in water 364:Solubility in water 329: g·mol 22: 3688:Molecules in stars 3658:Intergalactic dust 3603:Circumstellar dust 3545:Naphthalene cation 3480:Trihydrogen cation 3456:Hydrogen deuteride 3381:Methyltriacetylene 3216:Hexapentaenylidene 3035:E-Cyanomethanimine 2955:Cyclopropenylidene 2889:Tricarbon monoxide 2879:Silicon tricarbide 2849:Methylene amidogen 2839:Isothiocyanic acid 2754:Thioxoethenylidene 2714:Trihydrogen cation 2528:Titanium(II) oxide 2488:Potassium chloride 2467:Sulfur mononitride 2410:Helium hydride ion 2385:Carbon monosulfide 2209:(cyclopropatriene) 2190:hypothetical forms 2011:Fullerene whiskers 1281: 1016: 967: 957:The structure of C 774:Buckminster Fuller 664:Science portal 476:Optical properties 416:Infobox references 16: 3798: 3797: 3713:Pseudo-panspermia 3409: 3408: 3356:Cyanodecapentayne 3296:N-Methylformamide 3271:Methyldiacetylene 3196:Aminoacetonitrile 3166:Methyl isocyanate 3084:Methyl isocyanide 2965:Isocyanoacetylene 2945:Cyanoformaldehyde 2824:Hydrogen peroxide 2709:Potassium cyanide 2665:Magnesium cyanide 2618:Disilicon carbide 2613:Dicarbon monoxide 2420:Hydrogen fluoride 2415:Hydrogen chloride 2296: 2295: 2164:(diatomic carbon) 2096:mixed sp/sp forms 1892:978-0-444-52844-5 1839:(6316): 320–322. 1702:10.1021/jp9815255 1544:978-0-7923-7174-8 1518:10.1021/jp200036t 1481:978-0-85404-182-4 1440: 1439: 1204: 1203: 885:Mass spectrometry 712: 711: 524:Carbon allotropes 424:Chemical compound 422: 421: 212:CompTox Dashboard 116:Interactive image 3818: 3788: 3787: 3786: 3776: 3775: 3774: 3764: 3763: 3762: 3751: 3750: 3698:Organic compound 3598:Chemical formula 3503:Dihydroxyacetone 3451:Hydrogen cyanide 3136:Cyanodiacetylene 2990:Propadienylidene 2884:Thioformaldehyde 2759:Titanium dioxide 2724:Sodium hydroxide 2645:Hydrogen sulfide 2633:Hydrogen cyanide 2593:Carbonyl sulfide 2558: 2549: 2540: 2498:Silicon monoxide 2431:Hydroxyl radical 2343: 2342: 2323: 2316: 2309: 2300: 2299: 2268:Activated carbon 2224: 2223: 2222: 2208: 2207: 2206: 2179: 2178: 2177: 2163: 2162: 2161: 2147: 2146: 2145: 2104:Amorphous carbon 2085: 2084: 2083: 2069: 2068: 2067: 1924: 1917: 1910: 1901: 1900: 1896: 1865: 1864: 1853:10.1038/350320a0 1819: 1813: 1810: 1804: 1803: 1786:(8): 1009–1015. 1771: 1765: 1764: 1762: 1737:(1–2): 287–297. 1731:Chemical Physics 1728: 1715: 1706: 1705: 1683: 1677: 1676: 1646: 1640: 1631: 1625: 1624: 1604: 1598: 1595: 1589: 1586: 1580: 1577: 1568: 1562: 1556: 1555: 1553: 1551: 1528: 1522: 1521: 1512:(9): 3646–3653. 1497: 1486: 1485: 1452: 1414: 1288: 1280: 1238:crystallizes in 1216:carbon disulfide 1214:and others like 1052:carbon disulfide 1027: 1015: 1003: 1002: 1001: 984: 983: 982: 802: 756:, Sean O'Brien, 704: 697: 690: 674: 673: 662: 661: 613:Titanium dioxide 452:Carbon nanotubes 446: 427: 426: 406: 400: 397: 396: 328: 313: 306:Chemical formula 236: 235: 220: 218: 202: 191: 180: 169: 158: 138: 118: 94: 30: 23: 15: 3826: 3825: 3821: 3820: 3819: 3817: 3816: 3815: 3801: 3800: 3799: 3794: 3784: 3782: 3772: 3770: 3760: 3758: 3738: 3564: 3540: 3531: 3484: 3474: 3417: 3405: 3386:Propionaldehyde 3361:Ethylene glycol 3350: 3342: 3338: 3309: 3307: 3300: 3256:Cyanohexatriyne 3242: 3235: 3182: 3175: 3110: 3103: 3063: 3016: 3009: 2980:Methoxy radical 2910: 2903: 2899:Thiocyanic acid 2780: 2773: 2683: 2623:Ethynyl radical 2559: 2553: 2552: 2551: 2550: 2544: 2543: 2542: 2541: 2532: 2523:Sulfur monoxide 2508:Sodium chloride 2493:Silicon carbide 2400:Diatomic carbon 2390:Carbon monoxide 2332: 2327: 2297: 2292: 2254: 2245:Metallic carbon 2221: 2218: 2217: 2216: 2214: 2205: 2202: 2201: 2200: 2198: 2184: 2176: 2173: 2172: 2171: 2169: 2160: 2157: 2156: 2155: 2153: 2148:(atomic carbon) 2144: 2141: 2140: 2139: 2137: 2123: 2109:Carbon nanofoam 2090: 2082: 2079: 2078: 2077: 2075: 2066: 2063: 2062: 2061: 2059: 2040: 2005: 1995: 1961: 1951:Diamond (cubic) 1933: 1928: 1893: 1873: 1868: 1830: 1826: 1820: 1816: 1811: 1807: 1777: 1772: 1768: 1726: 1723: 1716: 1709: 1684: 1680: 1652:Physics-Uspekhi 1647: 1643: 1637: 1632: 1628: 1605: 1601: 1596: 1592: 1587: 1583: 1578: 1571: 1563: 1559: 1549: 1547: 1545: 1529: 1525: 1503: 1498: 1489: 1482: 1466:. p. 325. 1453: 1449: 1445: 1412: 1379: 1345: 1331: 1303: 1285: 1273: 1269: 1257: 1254:All phases of C 1249: 1237: 1232: 1225: 1221: 1196:dichloromethane 1020: 1014: 1007: 1000: 998: 997: 996: 994: 981: 978: 977: 976: 974: 972: 964: 960: 948: 942: 937:molecule has a 936: 931: 926: 915: 911: 900:of graphite or 893: 870: 866: 854: 837: 821:Rice University 812: 811: 810: 809: 808: 803: 792: 786: 766:Rice University 762:Richard Smalley 744: 718: 708: 668: 656: 553:Aluminium oxide 425: 418: 413: 412: 411:  ?) 402: 398: 394: 390: 366: 326: 316: 308: 294: 291: 286: 285: 274: 271: 270: 267: 261: 260: 257: 251: 250: 239: 221: 214: 205: 192: 161: 141: 121: 108: 97: 84: 70: 68: 58: 57: 55: 48: 20: 12: 11: 5: 3824: 3814: 3813: 3796: 3795: 3793: 3792: 3780: 3768: 3756: 3743: 3740: 3739: 3737: 3736: 3731: 3726: 3721: 3715: 3710: 3705: 3700: 3695: 3690: 3685: 3680: 3675: 3670: 3665: 3660: 3655: 3650: 3645: 3640: 3635: 3630: 3625: 3623:Cosmochemistry 3620: 3615: 3610: 3605: 3600: 3595: 3590: 3588:Astrochemistry 3585: 3580: 3574: 3572: 3566: 3565: 3563: 3562: 3557: 3552: 3547: 3542: 3538: 3534: 3529: 3525: 3520: 3515: 3510: 3505: 3500: 3494: 3492: 3486: 3485: 3483: 3482: 3477: 3472: 3468: 3463: 3458: 3453: 3448: 3443: 3441:Formyl radical 3438: 3433: 3427: 3421: 3419: 3411: 3410: 3407: 3406: 3404: 3403: 3398: 3393: 3388: 3383: 3378: 3373: 3371:Methyl acetate 3368: 3363: 3358: 3353: 3348: 3344: 3340: 3336: 3330: 3325: 3320: 3314: 3312: 3302: 3301: 3299: 3298: 3293: 3288: 3283: 3278: 3273: 3268: 3263: 3261:Dimethyl ether 3258: 3253: 3247: 3245: 3237: 3236: 3234: 3233: 3228: 3226:Methyl formate 3223: 3218: 3213: 3211:Glycolaldehyde 3208: 3203: 3198: 3193: 3187: 3185: 3177: 3176: 3174: 3173: 3168: 3163: 3158: 3153: 3148: 3146:Glycolonitrile 3143: 3141:Ethylene oxide 3138: 3133: 3132: 3131: 3121: 3115: 3113: 3105: 3104: 3102: 3101: 3096: 3091: 3086: 3081: 3076: 3071: 3066: 3061: 3057: 3052: 3047: 3042: 3040:Cyclopropenone 3037: 3032: 3027: 3021: 3019: 3011: 3010: 3008: 3007: 3002: 2997: 2992: 2987: 2982: 2977: 2972: 2967: 2962: 2957: 2952: 2947: 2942: 2940:Cyanoacetylene 2937: 2932: 2927: 2922: 2915: 2913: 2905: 2904: 2902: 2901: 2896: 2891: 2886: 2881: 2876: 2871: 2866: 2861: 2859:Methyl radical 2856: 2851: 2846: 2841: 2836: 2834:Isocyanic acid 2831: 2826: 2821: 2816: 2811: 2806: 2801: 2799:Isocyanic acid 2796: 2791: 2785: 2783: 2775: 2774: 2772: 2771: 2766: 2761: 2756: 2751: 2746: 2744:Sulfur dioxide 2741: 2736: 2731: 2726: 2721: 2719:Sodium cyanide 2716: 2711: 2706: 2701: 2696: 2691: 2686: 2681: 2677: 2672: 2667: 2662: 2657: 2652: 2647: 2642: 2636: 2630: 2628:Formyl radical 2625: 2620: 2615: 2610: 2605: 2600: 2595: 2590: 2588:Carbon dioxide 2585: 2580: 2575: 2569: 2567: 2561: 2560: 2535: 2533: 2531: 2530: 2525: 2520: 2515: 2510: 2505: 2500: 2495: 2490: 2485: 2480: 2475: 2469: 2464: 2459: 2453: 2448: 2443: 2438: 2436:Iron(II) oxide 2433: 2428: 2422: 2417: 2412: 2407: 2402: 2397: 2392: 2387: 2382: 2377: 2372: 2367: 2362: 2357: 2351: 2349: 2340: 2334: 2333: 2326: 2325: 2318: 2311: 2303: 2294: 2293: 2291: 2290: 2285: 2280: 2275: 2270: 2264: 2262: 2256: 2255: 2253: 2252: 2250:Penta-graphene 2247: 2242: 2237: 2232: 2227: 2219: 2211: 2203: 2194: 2192: 2186: 2185: 2183: 2182: 2174: 2166: 2158: 2150: 2142: 2133: 2131: 2125: 2124: 2122: 2121: 2116: 2111: 2106: 2100: 2098: 2092: 2091: 2089: 2088: 2080: 2072: 2064: 2056: 2050: 2048: 2042: 2041: 2039: 2038: 2033: 2003: 1993: 1984: 1979: 1971: 1969: 1963: 1962: 1960: 1959: 1954: 1946: 1944: 1935: 1934: 1927: 1926: 1919: 1912: 1904: 1898: 1897: 1891: 1872: 1869: 1867: 1866: 1828: 1824: 1814: 1805: 1775: 1766: 1721: 1707: 1678: 1641: 1635: 1626: 1615:(6): 209–262. 1599: 1590: 1581: 1569: 1557: 1543: 1523: 1501: 1487: 1480: 1446: 1444: 1441: 1438: 1437: 1434: 1431: 1428: 1425: 1422: 1419: 1416: 1409: 1403: 1402: 1399: 1396: 1393: 1390: 1387: 1384: 1381: 1377: 1374: 1368: 1367: 1365: 1362: 1359: 1356: 1353: 1350: 1347: 1343: 1340: 1334: 1333: 1328: 1323: 1317: 1311: 1305: 1300: 1297: 1292: 1283: 1271: 1267: 1264:semiconductors 1255: 1247: 1235: 1231: 1228: 1223: 1219: 1202: 1201: 1198: 1192: 1191: 1188: 1182: 1181: 1178: 1172: 1171: 1168: 1162: 1161: 1158: 1152: 1151: 1148: 1142: 1141: 1138: 1132: 1131: 1128: 1122: 1121: 1118: 1112: 1111: 1108: 1098: 1097: 1094: 1088: 1087: 1084: 1078: 1077: 1074: 1068: 1067: 1064: 1058: 1057: 1054: 1048: 1047: 1044: 1038: 1037: 1031: 1018: 1013: 1010: 1005: 999: 979: 970: 962: 958: 946: 940: 934: 930: 927: 925: 922: 918:chromatography 913: 909: 898:laser ablation 892: 889: 868: 864: 850: 835: 804: 797: 796: 795: 794: 793: 788:Main article: 785: 782: 778:geodesic domes 754:James R. Heath 742: 716: 710: 709: 707: 706: 699: 692: 684: 681: 680: 679: 678: 666: 651: 650: 649: 648: 643: 638: 633: 625: 624: 618: 617: 616: 615: 610: 605: 600: 595: 590: 585: 580: 575: 570: 565: 560: 555: 550: 545: 537: 536: 529: 528: 527: 526: 521: 516: 511: 506: 498: 497: 491: 490: 489: 488: 483: 478: 473: 468: 463: 455: 454: 448: 447: 439: 438: 432: 431: 423: 420: 419: 414: 392: 391: 387:standard state 384: 381: 380: 377: 371: 370: 367: 362: 359: 358: 355: 349: 348: 345: 339: 338: 335: 331: 330: 324: 318: 317: 314: 309: 304: 301: 300: 296: 295: 293: 292: 289: 281: 280: 279: 276: 275: 273: 272: 268: 265: 264: 262: 258: 255: 254: 246: 245: 244: 241: 240: 238: 237: 229:DTXSID90151050 224: 222: 210: 207: 206: 204: 203: 195: 193: 185: 182: 181: 171: 163: 162: 160: 159: 151: 149: 143: 142: 140: 139: 131: 129: 123: 122: 120: 119: 111: 109: 102: 99: 98: 96: 95: 87: 85: 80: 77: 76: 72: 71: 69:, rugbyballene 66: 64: 60: 59: 53: 46: 44: 43: 37: 36: 32: 31: 18: 9: 6: 4: 3: 2: 3823: 3812: 3809: 3808: 3806: 3791: 3781: 3779: 3769: 3767: 3757: 3755: 3754: 3745: 3744: 3741: 3735: 3732: 3730: 3727: 3725: 3722: 3719: 3716: 3714: 3711: 3709: 3706: 3704: 3701: 3699: 3696: 3694: 3691: 3689: 3686: 3684: 3681: 3679: 3676: 3674: 3671: 3669: 3666: 3664: 3661: 3659: 3656: 3654: 3653:Homochirality 3651: 3649: 3646: 3644: 3641: 3639: 3636: 3634: 3631: 3629: 3626: 3624: 3621: 3619: 3616: 3614: 3611: 3609: 3606: 3604: 3601: 3599: 3596: 3594: 3591: 3589: 3586: 3584: 3581: 3579: 3576: 3575: 3573: 3571: 3567: 3561: 3558: 3556: 3553: 3551: 3548: 3546: 3543: 3541: 3535: 3533: 3526: 3524: 3521: 3519: 3516: 3514: 3511: 3509: 3508:Methoxyethane 3506: 3504: 3501: 3499: 3496: 3495: 3493: 3491: 3487: 3481: 3478: 3476: 3469: 3467: 3464: 3462: 3459: 3457: 3454: 3452: 3449: 3447: 3444: 3442: 3439: 3437: 3434: 3431: 3428: 3426: 3423: 3422: 3420: 3416: 3412: 3402: 3399: 3397: 3394: 3392: 3391:Butyronitrile 3389: 3387: 3384: 3382: 3379: 3377: 3374: 3372: 3369: 3367: 3366:Ethyl formate 3364: 3362: 3359: 3357: 3354: 3352: 3345: 3334: 3331: 3329: 3326: 3324: 3321: 3319: 3316: 3315: 3313: 3311: 3303: 3297: 3294: 3292: 3291:Propionitrile 3289: 3287: 3284: 3282: 3279: 3277: 3274: 3272: 3269: 3267: 3264: 3262: 3259: 3257: 3254: 3252: 3249: 3248: 3246: 3244: 3238: 3232: 3229: 3227: 3224: 3222: 3219: 3217: 3214: 3212: 3209: 3207: 3204: 3202: 3199: 3197: 3194: 3192: 3189: 3188: 3186: 3184: 3178: 3172: 3171:Vinyl alcohol 3169: 3167: 3164: 3162: 3159: 3157: 3154: 3152: 3149: 3147: 3144: 3142: 3139: 3137: 3134: 3130: 3129:Vinyl cyanide 3127: 3126: 3125: 3124:Acrylonitrile 3122: 3120: 3117: 3116: 3114: 3112: 3106: 3100: 3097: 3095: 3092: 3090: 3089:Pentynylidyne 3087: 3085: 3082: 3080: 3077: 3075: 3072: 3070: 3067: 3065: 3058: 3056: 3053: 3051: 3048: 3046: 3043: 3041: 3038: 3036: 3033: 3031: 3028: 3026: 3023: 3022: 3020: 3018: 3012: 3006: 3003: 3001: 2998: 2996: 2993: 2991: 2988: 2986: 2985:Methylenimine 2983: 2981: 2978: 2976: 2973: 2971: 2968: 2966: 2963: 2961: 2958: 2956: 2953: 2951: 2948: 2946: 2943: 2941: 2938: 2936: 2933: 2931: 2928: 2926: 2923: 2920: 2917: 2916: 2914: 2912: 2906: 2900: 2897: 2895: 2892: 2890: 2887: 2885: 2882: 2880: 2877: 2875: 2872: 2870: 2867: 2865: 2864:Propynylidyne 2862: 2860: 2857: 2855: 2854:Methyl cation 2852: 2850: 2847: 2845: 2842: 2840: 2837: 2835: 2832: 2830: 2827: 2825: 2822: 2820: 2817: 2815: 2814:Fulminic acid 2812: 2810: 2807: 2805: 2802: 2800: 2797: 2795: 2792: 2790: 2787: 2786: 2784: 2782: 2776: 2770: 2767: 2765: 2762: 2760: 2757: 2755: 2752: 2750: 2747: 2745: 2742: 2740: 2737: 2735: 2732: 2730: 2727: 2725: 2722: 2720: 2717: 2715: 2712: 2710: 2707: 2705: 2702: 2700: 2697: 2695: 2692: 2690: 2689:Nitrous oxide 2687: 2685: 2678: 2676: 2673: 2671: 2668: 2666: 2663: 2661: 2658: 2656: 2653: 2651: 2648: 2646: 2643: 2640: 2637: 2634: 2631: 2629: 2626: 2624: 2621: 2619: 2616: 2614: 2611: 2609: 2606: 2604: 2601: 2599: 2596: 2594: 2591: 2589: 2586: 2584: 2583:Amino radical 2581: 2579: 2576: 2574: 2571: 2570: 2568: 2566: 2562: 2557: 2548: 2539: 2529: 2526: 2524: 2521: 2519: 2516: 2514: 2513:Sodium iodide 2511: 2509: 2506: 2504: 2501: 2499: 2496: 2494: 2491: 2489: 2486: 2484: 2481: 2479: 2476: 2473: 2470: 2468: 2465: 2463: 2460: 2457: 2454: 2452: 2449: 2447: 2444: 2442: 2439: 2437: 2434: 2432: 2429: 2426: 2423: 2421: 2418: 2416: 2413: 2411: 2408: 2406: 2403: 2401: 2398: 2396: 2395:Cyano radical 2393: 2391: 2388: 2386: 2383: 2381: 2378: 2376: 2375:Carbon cation 2373: 2371: 2368: 2366: 2363: 2361: 2358: 2356: 2353: 2352: 2350: 2348: 2344: 2341: 2339: 2335: 2331: 2324: 2319: 2317: 2312: 2310: 2305: 2304: 2301: 2289: 2286: 2284: 2281: 2279: 2276: 2274: 2271: 2269: 2266: 2265: 2263: 2261: 2257: 2251: 2248: 2246: 2243: 2241: 2238: 2236: 2233: 2231: 2228: 2226: 2225:(prismane C8) 2212: 2210: 2196: 2195: 2193: 2191: 2187: 2181: 2167: 2165: 2151: 2149: 2135: 2134: 2132: 2130: 2126: 2120: 2117: 2115: 2112: 2110: 2107: 2105: 2102: 2101: 2099: 2097: 2093: 2087: 2073: 2071: 2057: 2055: 2052: 2051: 2049: 2047: 2043: 2037: 2036:Glassy carbon 2034: 2031: 2030: 2025: 2024: 2019: 2018: 2013: 2012: 2007: 2006: 1998: 1997: 1988: 1985: 1983: 1980: 1978: 1977: 1973: 1972: 1970: 1968: 1964: 1958: 1955: 1953: 1952: 1948: 1947: 1945: 1943: 1942: 1936: 1932: 1925: 1920: 1918: 1913: 1911: 1906: 1905: 1902: 1894: 1888: 1884: 1880: 1875: 1874: 1862: 1858: 1854: 1850: 1846: 1842: 1838: 1834: 1818: 1809: 1801: 1797: 1793: 1789: 1785: 1781: 1778:thin films". 1770: 1761: 1756: 1752: 1748: 1744: 1740: 1736: 1732: 1725: 1714: 1712: 1703: 1699: 1695: 1691: 1690: 1682: 1674: 1670: 1666: 1662: 1658: 1654: 1653: 1645: 1638: 1630: 1622: 1618: 1614: 1610: 1603: 1597:Katz, 369–370 1594: 1585: 1576: 1574: 1566: 1565:Press Release 1561: 1546: 1540: 1536: 1535: 1527: 1519: 1515: 1511: 1507: 1496: 1494: 1492: 1483: 1477: 1473: 1469: 1465: 1461: 1457: 1451: 1447: 1435: 1432: 1429: 1426: 1423: 1420: 1417: 1410: 1408: 1405: 1404: 1400: 1397: 1394: 1391: 1388: 1385: 1382: 1375: 1373: 1370: 1369: 1366: 1363: 1360: 1357: 1354: 1351: 1348: 1341: 1339: 1336: 1335: 1329: 1327: 1324: 1321: 1318: 1315: 1312: 1309: 1306: 1301: 1298: 1296: 1293: 1290: 1289: 1286:solid phases 1282:Some of the C 1279: 1277: 1265: 1261: 1252: 1245: 1242:, hexagonal, 1241: 1227: 1217: 1213: 1209: 1199: 1197: 1194: 1193: 1189: 1187: 1184: 1183: 1179: 1177: 1174: 1173: 1169: 1167: 1164: 1163: 1159: 1157: 1154: 1153: 1149: 1147: 1144: 1143: 1139: 1137: 1134: 1133: 1129: 1127: 1124: 1123: 1119: 1117: 1114: 1113: 1109: 1107: 1103: 1100: 1099: 1095: 1093: 1090: 1089: 1085: 1083: 1080: 1079: 1075: 1073: 1070: 1069: 1065: 1063: 1060: 1059: 1055: 1053: 1050: 1049: 1045: 1043: 1040: 1039: 1035: 1032: 1029: 1028: 1024: 1009: 992: 988: 955: 951: 944: 921: 919: 907: 903: 899: 888: 886: 882: 878: 874: 862: 858: 853: 848: 844: 841: 832: 830: 826: 822: 818: 807: 801: 791: 781: 779: 775: 771: 767: 763: 759: 755: 751: 746: 740: 736: 732: 728: 724: 720: 705: 700: 698: 693: 691: 686: 685: 683: 682: 677: 672: 667: 665: 660: 655: 654: 653: 652: 647: 644: 642: 639: 637: 634: 632: 631:Nanocomposite 629: 628: 627: 626: 623: 620: 619: 614: 611: 609: 606: 604: 601: 599: 596: 594: 593:Iron–platinum 591: 589: 586: 584: 581: 579: 576: 574: 571: 569: 566: 564: 561: 559: 556: 554: 551: 549: 546: 544: 541: 540: 539: 538: 535: 534:nanoparticles 531: 530: 525: 522: 520: 519:Health impact 517: 515: 512: 510: 509:C70 fullerene 507: 505: 502: 501: 500: 499: 496: 493: 492: 487: 484: 482: 479: 477: 474: 472: 469: 467: 464: 462: 459: 458: 457: 456: 453: 450: 449: 445: 441: 440: 437: 436:Nanomaterials 434: 433: 429: 428: 417: 410: 405: 388: 382: 378: 376: 373: 372: 368: 365: 361: 360: 356: 354: 353:Melting point 351: 350: 346: 344: 341: 340: 336: 333: 332: 325: 323: 320: 319: 310: 307: 303: 302: 297: 288: 287: 284: 277: 263: 253: 252: 249: 242: 234: 230: 226: 225: 223: 213: 209: 208: 201: 197: 196: 194: 188: 184: 183: 179: 175: 172: 170: 168:ECHA InfoCard 165: 164: 157: 153: 152: 150: 148: 145: 144: 137: 133: 132: 130: 128: 125: 124: 117: 113: 112: 110: 106: 101: 100: 93: 89: 88: 86: 83: 79: 78: 73: 61: 52: 42: 38: 33: 29: 24: 3746: 3729:Spectroscopy 3583:Astrobiology 3436:Formaldehyde 3346: 3328:Benzonitrile 3119:Acetaldehyde 3074:Methanethiol 3025:Acetonitrile 2930:Carbodiimide 2809:Formaldehyde 2804:Cyanoethynyl 2655:Iron cyanide 2650:Hydroperoxyl 2451:Nitric oxide 2283:Carbon fiber 2273:Carbon black 2259: 2240:Cubic carbon 2189: 2128: 2095: 2045: 2027: 2021: 2015: 2009: 2001: 2000: 1990: 1989:, including 1974: 1966: 1949: 1938: 1882: 1871:Bibliography 1836: 1832: 1817: 1808: 1783: 1779: 1769: 1734: 1730: 1696:(34): 6477. 1693: 1687: 1681: 1659:(11): 1091. 1656: 1650: 1644: 1629: 1612: 1608: 1602: 1593: 1584: 1560: 1548:. Retrieved 1533: 1526: 1509: 1505: 1459: 1450: 1325: 1319: 1313: 1307: 1253: 1244:rhombohedral 1233: 1205: 1101: 1033: 1022: 968: 932: 912:and 15% of C 894: 860: 856: 851: 849:they found C 833: 825:vaporization 813: 806:Harold Kroto 750:Harold Kroto 747: 714: 713: 568:Cobalt oxide 548:Quantum dots 508: 481:Applications 75:Identifiers 63:Other names 50: 3703:Outer space 3613:Cosmic dust 3578:Abiogenesis 3490:Unconfirmed 3446:Heavy water 3286:Ethanethiol 3201:Cyanoallene 3191:Acetic acid 3161:Methylamine 3045:Diacetylene 2960:Formic acid 2950:Cyanomethyl 2608:Diazenylium 2598:CCP radical 2474:(molecular) 2458:(molecular) 2427:(molecular) 2235:Haeckelites 2180:(tricarbon) 2129:other forms 2029:Nanoscrolls 1550:26 December 1295:Space group 1176:isopropanol 1116:cyclohexane 843:evaporation 758:Robert Curl 334:Appearance 299:Properties 174:100.162.223 136:CHEBI:33195 92:115383-22-7 65:Fullerene-C 3811:Fullerenes 3618:Cosmic ray 3560:Silylidyne 3523:Hemolithin 3498:Anthracene 3415:Deuterated 3396:Pyrimidine 3206:Ethanimine 3069:Ketenimine 2925:Butadiynyl 2749:Thioformyl 2603:Chloronium 1987:Fullerenes 1760:2066/99047 1443:References 1338:Monoclinic 1240:monoclinic 1186:mesitylene 985:, whereas 965:molecule. 924:Properties 588:Iron oxide 495:Fullerenes 322:Molar mass 147:ChemSpider 103:3D model ( 82:CAS Number 56:)Fullerene 21:fullerene 3550:Phosphine 3418:molecules 3351:fullerene 3251:Acetamide 3055:Formamide 2935:Cyanamide 2789:Acetylene 2764:Tricarbon 2675:Methylene 2660:Isoformyl 2565:Triatomic 2338:Molecules 2017:Nanotubes 1812:Katz, 372 1724:crystals" 1588:Katz, 368 1579:Katz, 363 1372:Hexagonal 1025:, mg/mL) 987:oxidation 902:pyrolysis 891:Synthesis 790:Fullerene 735:pentagons 723:fullerene 719:fullerene 558:Cellulose 514:Chemistry 466:Chemistry 461:Synthesis 347:1.7 g/cm 3805:Category 3537:Linear C 3518:Graphene 3430:Ammonium 3231:Acrolein 3094:Propynal 3079:Methanol 3050:Ethylene 2919:Ammonium 2694:Nitroxyl 2518:Sulfanyl 2462:Imidogen 2456:Nitrogen 2425:Hydrogen 2370:Argonium 2347:Diatomic 2278:Charcoal 2119:Q-carbon 2046:sp forms 2023:Nanobuds 1982:Graphene 1976:Graphite 1967:sp forms 1458:(2014). 1302:Pearson 1291:Symmetry 1210:such as 1208:solvents 1156:dodecane 1036:(mg/mL) 1030:Solvent 1012:Solution 943:symmetry 929:Molecule 847:graphite 831:target. 829:graphite 776:, whose 731:hexagons 636:Nanofoam 603:Platinum 486:Timeline 379:1.77 eV 375:Band gap 200:16131935 156:17288599 3683:Kerogen 3570:Related 3513:Glycine 3466:Propyne 3425:Ammonia 3323:Benzene 3318:Acetone 3310:or more 3281:Propene 3266:Ethanol 3156:Propyne 2975:Methane 2844:Ketenyl 2794:Ammonia 2260:related 2230:Chaoite 1861:4331074 1841:Bibcode 1788:Bibcode 1739:Bibcode 1661:Bibcode 1332:(g/cm) 1330:Density 1260:bandgap 1234:Solid C 1212:toluene 1180:0.0021 1166:heptane 1126:pentane 1082:benzene 1072:toluene 877:plasmas 784:History 733:and 12 721:is the 563:Ceramic 409:what is 407: ( 343:Density 327:840.770 187:PubChem 3734:Tholin 3555:Pyrene 3000:Silane 2970:Ketene 2472:Oxygen 1889:  1859:  1833:Nature 1541:  1478:  1304:symbol 1200:0.080 1190:1.472 1170:0.047 1160:0.098 1150:0.053 1146:decane 1140:0.042 1136:octane 1130:0.002 1110:0.013 1106:hexane 1096:0.121 1076:1.406 1066:3.985 1062:xylene 1056:9.875 727:carbon 608:Silver 573:Copper 532:Other 404:verify 401:  283:SMILES 35:Names 3720:(PAH) 3308:atoms 3243:atoms 3183:atoms 3181:Eight 3111:atoms 3109:Seven 3017:atoms 2911:atoms 2781:atoms 2769:Water 2699:Ozone 2641:(HNC) 2635:(HCN) 1941:forms 1857:S2CID 1827:and C 1727:(PDF) 1436:1.67 1430:1.496 1427:1.496 1424:1.496 1421:cF280 1407:Cubic 1401:1.70 1395:1.858 1392:1.011 1389:1.011 1386:hP140 1361:1.996 1358:1.851 1355:1.996 1352:mP560 1278:/cm. 1230:Solid 1120:0.08 1046:36.2 933:The C 867:and C 859:with 840:laser 741:(or C 598:Lipid 248:InChI 127:ChEBI 105:JSmol 54:5h(6) 3241:Nine 2909:Five 2819:HCCN 2779:Four 2739:SiNC 1887:ISBN 1552:2011 1539:ISBN 1476:ISBN 1380:/mmc 1322:(nm) 1316:(nm) 1310:(nm) 1086:1.3 760:and 583:Iron 578:Gold 3532:NCO 3432:ion 3339:, C 3306:Ten 3015:Six 2921:ion 1939:sp 1849:doi 1837:350 1796:doi 1755:hdl 1747:doi 1735:166 1698:doi 1694:102 1669:doi 1617:doi 1514:doi 1510:115 1468:doi 1418:225 1383:194 904:of 845:of 764:at 217:EPA 190:CID 3807:: 3349:70 3341:60 3337:60 3335:(C 3060:HC 2081:18 2026:, 2020:, 2014:, 2008:, 2004:70 1999:, 1994:60 1855:. 1847:. 1835:. 1829:70 1825:60 1794:. 1782:. 1776:70 1753:. 1745:. 1733:. 1729:. 1722:70 1710:^ 1692:. 1667:. 1657:41 1655:. 1636:60 1613:15 1611:. 1572:^ 1508:. 1502:70 1490:^ 1474:. 1462:. 1411:Fm 1376:P6 1349:11 1346:/m 1342:P2 1299:No 1284:70 1272:70 1268:70 1256:70 1248:70 1236:70 1224:70 1220:70 1019:70 1006:70 995:Fc 991:Fc 980:70 971:70 963:60 959:70 947:60 941:5h 935:70 920:. 914:70 910:60 883:. 869:70 865:60 836:70 752:, 743:60 717:70 315:70 67:70 47:70 45:(C 19:70 3539:5 3530:2 3528:H 3475:D 3473:2 3471:N 3347:C 3064:N 3062:4 2684:H 2682:2 2680:N 2322:e 2315:t 2308:v 2220:6 2215:C 2204:3 2199:C 2175:3 2170:C 2159:2 2154:C 2143:1 2138:C 2076:C 2065:6 2060:C 2032:) 2002:C 1992:C 1923:e 1916:t 1909:v 1895:. 1863:. 1851:: 1843:: 1823:C 1802:. 1798:: 1790:: 1784:4 1763:. 1757:: 1749:: 1741:: 1704:. 1700:: 1675:. 1671:: 1663:: 1623:. 1619:: 1554:. 1520:. 1516:: 1484:. 1470:: 1433:4 1415:m 1413:3 1398:2 1378:3 1364:8 1344:1 1326:Z 1320:c 1314:b 1308:a 1276:S 1104:- 1102:n 1034:S 1023:S 1021:( 993:/ 975:C 969:C 939:D 861:n 857:n 852:n 834:C 715:C 703:e 696:t 689:v 399:Y 312:C 219:) 215:( 107:) 51:D 49:- 17:C

Index


Preferred IUPAC name
CAS Number
115383-22-7
JSmol
Interactive image
ChEBI
CHEBI:33195
ChemSpider
17288599
ECHA InfoCard
100.162.223
Edit this at Wikidata
PubChem
16131935
CompTox Dashboard
DTXSID90151050
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Melting point
Solubility in water
Band gap
standard state
verify
what is
Infobox references

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