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Nitromethane

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because it provides power even in the absence of atmospheric oxygen. When rich air–fuel mixtures are used, hydrogen and carbon monoxide are two of the combustion products. These gases often ignite, sometimes spectacularly, as the normally very rich mixtures of the still burning fuel exits the exhaust
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The amount of air required to burn 1 kg (2.2 lb) of gasoline is 14.7 kg (32 lb), but only 1.7 kg (3.7 lb) of air is required for 1 kg of nitromethane. Since an engine's cylinder can only contain a limited amount of air on each stroke, 8.6 times as much nitromethane
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Nitromethane reacts with solutions of sodium hydroxide or methoxide in alcohol to produce an insoluble salt of nitromethane. This substance is a sensitive explosive which reverts to nitromethane under acidic conditions and decomposes in water to form another explosive compound, sodium methazonate,
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Nitromethane is used as a model explosive, along with TNT. It has several advantages as a model explosive over TNT, namely its uniform density and lack of solid post-detonation species that complicate the determination of equation of state and further calculations.
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It formerly was used in the explosives industry as a component in a binary explosive formulation with ammonium nitrate and in shaped charges, and it was used as a chemical stabilizer to prevent decomposition of various halogenated hydrocarbons.
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of about 2,400 °C (4,350 °F). The high heat of vaporization of 0.56 MJ/kg together with the high fuel flow provides significant cooling of the incoming charge (about twice that of methanol), resulting in reasonably low temperatures.
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ports. Very rich mixtures are necessary to reduce the temperature of combustion chamber hot parts in order to control pre-ignition and subsequent detonation. Operational details depend on the particular mixture and engine characteristics.
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compression, a hazard common to all liquid explosives. This is when small entrained air bubbles compress and superheat with rapid rises in pressure. It was thought that an operator rapidly snapped shut a valve creating a
1889:. Pure nitromethane is an insensitive explosive with a VoD of approximately 6,400 m/s (21,000 ft/s), but even so inhibitors may be used to reduce the hazards. The tank car explosion was speculated to be due to 1666:)). Even moderate amounts of nitromethane tend to increase the power created by the engine (as the limiting factor is often the air intake), making the engine easier to tune (adjust for the proper air/fuel ratio). 1478:
Although a minor application in terms of volume, nitromethane also is used as a fuel or fuel additive for sports and hobby. For some application, it is mixed with methanol in racing cars, boats, and model engines.
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blended in nitromethane can increase the power output even further. With nitromethane, hydrazine forms an explosive salt that is again a monopropellant. This unstable mixture poses a severe safety hazard. The
851: 1462:= 36 at 20 °C and μ = 3.5 Debye) but aprotic and weakly basic. This combination makes it useful for dissolving positively charged, strongly electrophilic species. It is a solvent for acrylate 808: 967: 2617:
Bordwell, F. G.; Satish, A. V. (1994). "Is Resonance Important in Determining the Acidities of Weak Acids or the Homolytic Bond Dissociation Enthalpies (BDEs) of Their Acidic H-A Bonds?".
1558:/kg, whereas nitromethane provides only 11.3 MJ/kg. This analysis indicates that nitromethane generates about 2.3 times the power of gasoline when combined with a given amount of oxygen. 1525:
O. Nitric oxide contributes to air pollution, acid rain, and ozone layer depletion. Recent (2020) studies suggest the correct stoichiometric equation for the burning of nitromethane is:
1277:. It is a polar liquid commonly used as a solvent in a variety of industrial applications such as in extractions, as a reaction medium, and as a cleaning solvent. As an intermediate in 1758:. Its acidity allows it to undergo deprotonation, enabling condensation reactions analogous to those of carbonyl compounds. Thus, under base catalysis, nitromethane adds to 952: 2788: 1830:
Nitromethane is a popular solvent in organic and electroanalytical chemistry. It can be purified by cooling below its freezing point, washing the solid with cold
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The major application is as a stabilizer in chlorinated solvents. As an organic solvent, nitromethane has an unusual combination of properties: highly polar (ε
2209: 2072: 1105: 2321:"What is Nitro Methane Fuel: Understanding High-Performance Racing's Power Source - Ran When Parked - Car, Vehicle & Truck Guides and Repair Journals" 1226: 2042: 2814: 1502:. In this context, nitromethane is commonly referred to as "nitro fuel" or simply "nitro", and is the principal ingredient for fuel used in the " 2345:
Shrestha, Krishna Prasad; Vin, Nicolas; Herbinet, Olivier; Seidel, Lars; Battin-Leclerc, Frédérique; Zeuch, Thomas; Mauss, Fabian (2020-02-01).
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of approximately 0.5 m/s, somewhat higher than gasoline, thus making it suitable for high-speed engines. It also has a somewhat higher
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content of nitromethane enables it to burn with much less atmospheric oxygen than conventional fuels. During nitromethane combustion,
913: 2409:"Insights into nitromethane combustion from detailed kinetic modeling – Pyrolysis experiments in jet-stirred and flow reactors" 2347:"Insights into nitromethane combustion from detailed kinetic modeling – Pyrolysis experiments in jet-stirred and flow reactors" 1356:. These alkoxy radicals are susceptible to C—C fragmentation reactions, which explains the formation of a mixture of products. 2847: 2517: 2484: 2026: 735: 901: 2914: 2677:
Dauben, H. J. Jr.; Ringold, H. J.; Wade, R. H.; Pearson, D. L.; Anderson, A. G. Jr.; de Boer, T. J.; Backer, H. J. (1963).
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as gasoline can be burned in one stroke. Nitromethane, however, has a lower specific energy: gasoline provides about 42–44
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SABIC, Cas AardenGraduate University of Groningen Worked as a chemist in companies such as Wilmar Oleochemicals B. Vand.
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Kramarz, K. W.; Norton, J. R. (2007). "Slow Proton-Transfer Reactions in Organometallic and Bioinorganic Chemistry".
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It can be used as an explosive, when gelled with several percent of gelling agent. This type of mixture is called
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Nitromethane is "reasonably anticipated to be a human carcinogen" according to a U.S. government report.
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of about 11. It is so acidic because the anion admits an alternate, stabilizing resonance structure:
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Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)
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fom Italian Rocket Society. There is a renewed interest in nitromethane as safer replacement of
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with some nitromethane (0% to 65%, but rarely over 30%, and 10–20% lubricants (usually
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The dominant use of the nitromethane is as a precursor reagent. A major derivative is
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It can be prepared in other methods that are of instructional value. The reaction of
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reaction produces the four industrially significant nitroalkanes: nitromethane,
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Nitromethane as a Green Propellant: First Results of a Combustion Test Campaign
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Shrestha, Krishna Prasad; Vin, Nicolas; Herbinet, Olivier; Seidel, Lars;
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National Toxicology Program U.S. Department of Health and Human Services
2630: 959: 3104: 2476: 1905:, which is used as an oxidizer, it forms an explosive mixture known as 1794:). Reduction of the latter gives tris(hydroxymethyl)aminomethane, (HOCH 1659: 1325: 966: 516: 427: 193: 1962:, a thermodynamic calculation of the flame temperature of nitromethane 3142: 3099: 2950: 2853: 1985: 1858: 1651: 1648: 1628: 1577: 1555: 625: 1203:
Except where otherwise noted, data are given for materials in their
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Kurilov, Maxim; Werling, Lukas; Kirchberger, Christoph (2023).
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monopropellant. The following equation describes this process:
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Immediately Dangerous to Life or Health Concentrations (IDLH)
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Nitromethane is used as a fuel in motor racing, particularly
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in the gas phase at 350–450 °C (662–842 °F). This
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Characteristics of Nitromethane for Propulsion Applications
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Ignition! an informal history of liquid rocket propellants
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O, which arise via homolysis of the corresponding nitrite
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Markofsky, S. B. (2000). "Nitro Compounds, Aliphatic".
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Nitromethane's reaction with solid sodium hydroxide is
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The acid deprotonates only slowly. Protonation of the
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National Institute for Occupational Safety and Health
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National Institute for Occupational Safety and Health
1766:. Some important derivatives include the pesticides 1316:Nitromethane is produced industrially by combining 2845: 2501: 2155: 2153: 1446:("tris"), a widely used buffer and ingredient in 3165: 2233: 879: 265: 2150: 1248:, sometimes shortened to simply "nitro", is an 948: 117: 2236:Ullmann's Encyclopedia of Industrial Chemistry 1434:), a widely used pesticide. It condenses with 883: 2908: 2704: 2407:; Zeuch, Thomas; Mauss, Fabian (2020-02-01). 2041:: CS1 maint: DOI inactive as of April 2024 ( 1782:, and tris(hydroxymethyl)nitromethane, ((HOCH 2888:CDC – NIOSH Pocket Guide to Chemical Hazards 2229: 2227: 2225: 2223: 2221: 2219: 2128:University of Wisconsin Chemistry Department 1718: 1712:solution. This value indicates an aqueous pK 480:101.2 °C (214.2 °F; 374.3 K) 470:−28.7 °C (−19.7 °F; 244.5 K) 2499: 2915: 2901: 1842:Nitromethane has a modest acute toxicity. 334: 223: 201: 2547: 2267:Whitmore, F. C.; Whitmore, M. G. (1941). 2216: 2115: 1754:nitromethane is employed as a one carbon 1453: 301: 2619:Journal of the American Chemical Society 2493: 2464: 2067:NIOSH Pocket Guide to Chemical Hazards. 1998: 1857:Nitromethane was not known to be a high 1470:(more commonly known as "super-glues"). 2196: 2194: 2192: 1852: 1695: 1640:do not permit its use in competitions. 330: 3166: 2294: 2173: 2171: 2169: 2167: 2165: 2062: 2060: 2058: 2056: 2054: 2052: 1654:, the primary ingredient is generally 1005:418 °C (784 °F; 691 K) 214: 2896: 2849:CRC Handbook of Chemistry and Physics 2733:Coetzee, J. F.; Chang, T.-H. (1986). 2508:. Rutgers University Press. pp.  2090: 2088: 2086: 2084: 2082: 1846:(oral, rats) is 1210±322 mg/kg. 1359: 362:Key: LYGJENNIWJXYER-UHFFFAOYSA-N 181: 161: 3219:Organic compounds with 1 carbon atom 2794:from the original on October 2, 2023 2542:. Aerospace Europe Conference 2023. 2500:Clark, J. D.; Asimov, Isaac (1972). 2189: 2124:"Bordwell pKa table: "Nitroalkanes"" 1745: 1700:Nitromethane is a relatively acidic 991:35 °C (95 °F; 308 K) 2465:Boyer, E.; Kuo, K. (January 2006). 2162: 2049: 1561:Nitromethane can also be used as a 372:Key: LYGJENNIWJXYER-UHFFFAOYAW 256: 240: 13: 2079: 1866: 1619:Nitromethane is usually used with 944: 51: 46:Structural formula of nitromethane 41: 14: 3230: 2871: 2591: 2297:"HPBG: The Power of Racing Fuels" 2121: 1917:which has a reddish-brown color: 1738:, which is nearly isosteric with 1376:solution produces this compound: 2846:Haynes, William M., ed. (2011). 2839: 2815:"Accident Near Mt. Pulaski, ILL" 2813:Interstate Commerce Commission. 1211: 841: 836: 831: 826: 3039:2,4-Dimethyl-6-tert-butylphenol 2922: 2806: 2770: 2726: 2698: 2670: 2646:Progress in Inorganic Chemistry 2637: 2610: 2585: 2556: 2526: 2458: 2396: 2338: 2313: 2288: 2260: 2180: 1825: 1444:tris(hydroxymethyl)aminomethane 1207:(at 25 °C , 100 kPa). 2141: 2106: 2097: 2011:The Royal Society of Chemistry 1742:, occurs initially at oxygen. 1669: 1311: 790:Occupational safety and health 1: 2878:WebBook page for nitromethane 2244:10.1002/14356007.a17_401.pub2 1991: 1273:. It is the simplest organic 1110:(US health exposure limits): 359:InChI=1S/CH3NO2/c1-2(3)4/h1H3 3110:Automatic transmission fluid 3044:Dinonylnaphthylsulfonic acid 2996:Racing fuel (Tetraethyllead) 2295:Carley, Larry (2013-01-06). 1873:, although TNT has a higher 1834:, followed by distillation. 1690: 1638:Academy of Model Aeronautics 1634:National Hot Rod Association 369:InChI=1/CH3NO2/c1-2(3)4/h1H3 7: 2019:10.1039/9781849733069-FP001 1960:Adiabatic flame temperature 1948: 1865:loaded with it exploded on 1609:laminar combustion velocity 1506:" category of drag racing. 1294:internal combustion engines 1036:or concentration (LD, LC): 37: 10: 3235: 3034:Dimethyl methylphosphonate 2743:Pure and Applied Chemistry 2721:, vol. 4, p. 833 2693:, vol. 4, p. 221 2436:10.1016/j.fuel.2019.116349 2405:Battin-Leclerc, Frédérique 2374:10.1016/j.fuel.2019.116349 2283:, vol. 1, p. 401 1252:with the chemical formula 15: 3214:IARC Group 2B carcinogens 3133: 3092: 3004: 2933: 2654:10.1002/9780470166437.ch1 1837: 1201: 1194: 1189: 1153: 1104: 1032: 807: 803:Flammable, health hazard 787: 782: 685: 650: 432:61.04 g/mol 401: 381: 346: 101: 93: 81: 71: 66: 36: 3019:Butylated hydroxytoluene 1678: 1196:Nitromethane (data page) 1190:Supplementary data page 1074:750 mg/kg (rabbit, oral) 1056:950 mg/kg (oral, mouse) 896:Precautionary statements 16:Not to be confused with 3125:Windshield washer fluid 3069:Methyl tert-butyl ether 3049:2,6-Di-tert-butylphenol 2961:Lead Replacement Petrol 2883:History of Nitromethane 2756:10.1351/pac198658111541 2549:10.13009/EUCASS2023-372 2301:Engine Builder Magazine 2238:. Weinheim: Wiley-VCH. 2021:(inactive 2024-04-14). 1929:+ NaOH → HON=CHCH=NO 1762:in 1,2-addition in the 1473: 1414: 1123:TWA 100 ppm (250 mg/m) 1100:5000 ppm (rabbit, 6 h) 1098:2500 ppm (rabbit, 12 h) 600:0.204 W/(m·K) at 25 °C 584:Magnetic susceptibility 440:colorless, oily liquid 2976:Compressed natural gas 2705:Noland, W. E. (1963). 1875:velocity of detonation 1814:. In more specialized 1723: 1621:rich air–fuel mixtures 1454:Solvent and stabilizer 1442:) to eventually give 1076:125 mg/kg (dog, oral) 955: 57: 47: 2787:. December 21, 2021. 2571:www.modelaircraft.org 2013:. 2014. p. 662. 1722: 1094:7087 ppm (mouse, 2 h) 1054:940 mg/kg (oral, rat) 1022:Threshold limit value 954: 55: 45: 1853:Explosive properties 1696:Acid-base properties 1366:sodium chloroacetate 937:(fire diamond) 667:Friction sensitivity 596:Thermal conductivity 460:1.1371 g/cm (20 °C) 83:Preferred IUPAC name 3199:Explosive chemicals 2831:on 1 November 2020. 2631:10.1021/ja00099a004 2428:2020Fuel..26116349S 2366:2020Fuel..26116349S 1764:nitroaldol reaction 1607:Nitromethane has a 1490:model power boats, 1285:and hobbies, e.g. 677:Detonation velocity 506:Solubility in water 486:Critical point 33: 3029:1,2-Dichloroethane 2477:10.2514/6.2006-361 1898:" pressure surge. 1806:, better known as 1724: 1627:A small amount of 1360:Laboratory methods 1234:Infobox references 1154:Related compounds 1145:(Immediate danger) 956: 58: 48: 31: 3194:Liquid explosives 3161: 3160: 3084:Tetranitromethane 3064:Metal deactivator 3024:1,2-Dibromoethane 2852:(92nd ed.). 2750:(11): 1541–1545. 2719:Collected Volumes 2712:Organic Syntheses 2691:Collected Volumes 2684:Organic Syntheses 2648:. pp. 1–65. 2625:(20): 8885–8889. 2519:978-0-8135-0725-5 2486:978-1-62410-039-0 2325:ranwhenparked.net 2281:Collected Volumes 2274:Organic Syntheses 2028:978-0-85404-182-4 1981:Tetranitromethane 1861:until a railroad 1816:organic synthesis 1810:, a widely used 1780:beta-nitrostyrene 1752:organic synthesis 1746:Organic reactions 1613:flame temperature 1486:, as well as for 1279:organic synthesis 1242:Chemical compound 1240: 1239: 1175:Related compounds 1096:1000 ppm (monkey) 866:Hazard statements 763:Gibbs free energy 657:Shock sensitivity 315:CompTox Dashboard 143:Interactive image 62: 61: 3226: 3148:MTBE controversy 2917: 2910: 2903: 2894: 2893: 2867: 2833: 2832: 2830: 2824:. Archived from 2819: 2810: 2804: 2803: 2801: 2799: 2793: 2782: 2774: 2768: 2767: 2739: 2730: 2724: 2722: 2715: 2707:"2-Nitroethanol" 2702: 2696: 2694: 2687: 2679:"Cycloheptanone" 2674: 2668: 2667: 2641: 2635: 2634: 2614: 2608: 2607: 2605: 2604: 2589: 2583: 2582: 2580: 2578: 2568: 2560: 2554: 2553: 2551: 2541: 2530: 2524: 2523: 2507: 2497: 2491: 2490: 2489:. AIAA 2006-361. 2462: 2456: 2455: 2413: 2400: 2394: 2393: 2351: 2342: 2336: 2335: 2333: 2332: 2317: 2311: 2310: 2308: 2307: 2292: 2286: 2284: 2277: 2264: 2258: 2257: 2231: 2214: 2213: 2198: 2187: 2184: 2178: 2177:Haynes, p. 15.19 2175: 2160: 2159:Haynes, p. 6.231 2157: 2148: 2147:Haynes, p. 3.576 2145: 2139: 2138: 2136: 2134: 2119: 2113: 2110: 2104: 2101: 2095: 2094:Haynes, p. 3.414 2092: 2077: 2076: 2064: 2047: 2046: 2040: 2032: 2005:"Front Matter". 2002: 1903:ammonium nitrate 1887:ammonium nitrate 1868: 1820:Michael reaction 1575: 1488:radio-controlled 1433: 1308:model aircraft. 1272: 1271: 1270: 1262: 1261: 1250:organic compound 1224: 1218: 1215: 1214: 1088:lowest published 1068:lowest published 1011:Explosive limits 976: 969: 962: 947: 927: 923: 919: 915: 911: 907: 903: 889: 885: 881: 877: 873: 845: 840: 835: 830: 774: 752: 729:171.8 J/(mol·K) 725: 705:106.6 J/(mol·K) 701: 686:Thermochemistry 607:Refractive index 590:-21.0·10 cm/mol 546:28 mmHg (20 °C) 511:ca. 10 g/100 mL 409:Chemical formula 339: 338: 323: 321: 305: 269: 258: 244: 227: 216: 205: 185: 165: 145: 121: 38: 34: 30: 3234: 3233: 3229: 3228: 3227: 3225: 3224: 3223: 3164: 3163: 3162: 3157: 3153:Pay at the pump 3129: 3088: 3059:Ethylenediamine 3000: 2941:Gasoline/petrol 2929: 2921: 2874: 2864: 2842: 2837: 2836: 2828: 2822:Ex Parte No 213 2817: 2811: 2807: 2797: 2795: 2791: 2780: 2776: 2775: 2771: 2737: 2731: 2727: 2717: 2703: 2699: 2689: 2675: 2671: 2664: 2642: 2638: 2615: 2611: 2602: 2600: 2590: 2586: 2576: 2574: 2566: 2562: 2561: 2557: 2539: 2531: 2527: 2520: 2498: 2494: 2487: 2463: 2459: 2411: 2401: 2397: 2349: 2343: 2339: 2330: 2328: 2319: 2318: 2314: 2305: 2303: 2293: 2289: 2279: 2265: 2261: 2254: 2232: 2217: 2200: 2199: 2190: 2186:Haynes, p. 5.20 2185: 2181: 2176: 2163: 2158: 2151: 2146: 2142: 2132: 2130: 2120: 2116: 2112:Haynes, p. 5.94 2111: 2107: 2103:Haynes, p. 6.69 2102: 2098: 2093: 2080: 2065: 2050: 2034: 2033: 2029: 2004: 2003: 1999: 1994: 1976:Trinitromethane 1951: 1936: 1932: 1928: 1924: 1855: 1840: 1828: 1805: 1801: 1797: 1793: 1789: 1785: 1777: 1773: 1748: 1737: 1733: 1715: 1707: 1698: 1693: 1681: 1672: 1603: 1599: 1595: 1591: 1587: 1569: 1548: 1544: 1540: 1536: 1532: 1524: 1520: 1476: 1461: 1456: 1432: 1428: 1424: 1417: 1409: 1399: 1395: 1391: 1387: 1383: 1362: 1351: 1347: 1343: 1314: 1269: 1266: 1265: 1264: 1260: 1257: 1256: 1255: 1253: 1243: 1236: 1231: 1230: 1229:  ?) 1220: 1216: 1212: 1208: 1182: 1176: 1164: 1162:nitro compounds 1146: 1133: 1120: 1099: 1097: 1095: 1091: 1085: 1075: 1071: 1065: 1055: 1051: 1045: 1025: 1002: 999: 981: 980: 979: 978: 971: 964: 957: 953: 945: 898: 868: 854: 823: 800: 775: 769: 765: 753: 750: 744: 740: 737: 736:Std enthalpy of 726: 723: 716: 713: 702: 695: 651:Explosive data 643: 620:1.3817 (20 °C) 617: 615: 587: 577: 570: 560: 508: 499:588 K, 6.0 MPa 421: 417: 411: 397: 394: 389: 388: 377: 374: 373: 370: 364: 363: 360: 354: 353: 342: 324: 317: 308: 288: 272: 259: 247: 208: 188: 168: 148: 135: 124: 111: 97: 89: 88: 77: 29: 12: 11: 5: 3232: 3222: 3221: 3216: 3211: 3206: 3204:Fuel additives 3201: 3196: 3191: 3186: 3181: 3179:Nitro solvents 3176: 3159: 3158: 3156: 3155: 3150: 3145: 3139: 3137: 3131: 3130: 3128: 3127: 3122: 3117: 3112: 3107: 3102: 3096: 3094: 3090: 3089: 3087: 3086: 3081: 3079:Tetraethyllead 3076: 3071: 3066: 3061: 3056: 3051: 3046: 3041: 3036: 3031: 3026: 3021: 3016: 3010: 3008: 3006:Fuel additives 3002: 3001: 2999: 2998: 2993: 2988: 2983: 2978: 2973: 2968: 2963: 2958: 2953: 2948: 2943: 2937: 2935: 2931: 2930: 2920: 2919: 2912: 2905: 2897: 2891: 2890: 2885: 2880: 2873: 2872:External links 2870: 2869: 2868: 2863:978-1439855119 2862: 2841: 2838: 2835: 2834: 2805: 2769: 2725: 2697: 2669: 2662: 2636: 2609: 2584: 2555: 2525: 2518: 2492: 2485: 2457: 2395: 2337: 2312: 2287: 2269:"Nitromethane" 2259: 2253:978-3527306732 2252: 2215: 2202:"Nitromethane" 2188: 2179: 2161: 2149: 2140: 2114: 2105: 2096: 2078: 2048: 2027: 1996: 1995: 1993: 1990: 1989: 1988: 1983: 1978: 1973: 1968: 1966:Dinitromethane 1963: 1957: 1950: 1947: 1939: 1938: 1934: 1930: 1926: 1922: 1901:If mixed with 1854: 1851: 1839: 1836: 1827: 1824: 1803: 1799: 1795: 1791: 1787: 1783: 1775: 1771: 1756:building block 1747: 1744: 1735: 1731: 1728:conjugate base 1713: 1705: 1697: 1694: 1692: 1689: 1680: 1677: 1671: 1668: 1645:model aircraft 1605: 1604: 1601: 1597: 1593: 1592:→ 2 CO + 2 H 1589: 1585: 1563:monopropellant 1551: 1550: 1546: 1542: 1538: 1534: 1530: 1522: 1518: 1475: 1472: 1468:cyanoacrylates 1459: 1455: 1452: 1440:Henry reaction 1430: 1426: 1416: 1413: 1412: 1411: 1407: 1397: 1393: 1389: 1385: 1381: 1370:sodium nitrite 1361: 1358: 1349: 1345: 1341: 1338:2-nitropropane 1334:1-nitropropane 1313: 1310: 1292:and miniature 1275:nitro compound 1267: 1258: 1241: 1238: 1237: 1232: 1210: 1209: 1205:standard state 1202: 1199: 1198: 1192: 1191: 1187: 1186: 1184:methyl nitrate 1180:methyl nitrite 1177: 1174: 1171: 1170: 1165: 1159: 1156: 1155: 1151: 1150: 1147: 1141: 1138: 1137: 1134: 1128: 1125: 1124: 1121: 1115: 1112: 1111: 1102: 1101: 1092: 1083: 1081: 1078: 1077: 1072: 1063: 1061: 1058: 1057: 1052: 1043: 1041: 1038: 1037: 1030: 1029: 1026: 1020: 1017: 1016: 1013: 1007: 1006: 1003: 996: 993: 992: 989: 983: 982: 972: 965: 958: 943: 942: 941: 940: 938: 929: 928: 899: 894: 891: 890: 869: 864: 861: 860: 855: 850: 847: 846: 824: 819: 816: 815: 805: 804: 801: 798: 795: 794: 785: 784: 780: 779: 776: 767: 761: 758: 757: 756:-112.6 kJ/mol 754: 748: 742: 734: 731: 730: 727: 721: 710: 707: 706: 703: 691: 688: 687: 683: 682: 679: 673: 672: 669: 663: 662: 659: 653: 652: 648: 647: 644: 639: 636: 635: 628: 622: 621: 618: 613: 605: 602: 601: 598: 592: 591: 588: 582: 579: 578: 576: 575: 572: 568: 564: 562: 558: 548: 547: 544: 542:Vapor pressure 538: 537: 519: 513: 512: 509: 504: 501: 500: 497: 482: 481: 478: 472: 471: 468: 462: 461: 458: 452: 451: 450:Light, fruity 448: 442: 441: 438: 434: 433: 430: 424: 423: 419: 415: 412: 407: 404: 403: 399: 398: 396: 395: 392: 384: 383: 382: 379: 378: 376: 375: 371: 368: 367: 365: 361: 358: 357: 349: 348: 347: 344: 343: 341: 340: 327: 325: 313: 310: 309: 307: 306: 298: 296: 290: 289: 287: 286: 282: 280: 274: 273: 271: 270: 262: 260: 252: 249: 248: 246: 245: 237: 235: 229: 228: 218: 210: 209: 207: 206: 198: 196: 190: 189: 187: 186: 178: 176: 170: 169: 167: 166: 158: 156: 150: 149: 147: 146: 138: 136: 129: 126: 125: 123: 122: 114: 112: 107: 104: 103: 99: 98: 95: 91: 90: 86: 85: 79: 78: 75: 69: 68: 64: 63: 60: 59: 49: 26:methyl nitrite 22:methyl nitrate 9: 6: 4: 3: 2: 3231: 3220: 3217: 3215: 3212: 3210: 3207: 3205: 3202: 3200: 3197: 3195: 3192: 3190: 3187: 3185: 3182: 3180: 3177: 3175: 3172: 3171: 3169: 3154: 3151: 3149: 3146: 3144: 3141: 3140: 3138: 3136: 3132: 3126: 3123: 3121: 3118: 3116: 3113: 3111: 3108: 3106: 3103: 3101: 3098: 3097: 3095: 3091: 3085: 3082: 3080: 3077: 3075: 3072: 3070: 3067: 3065: 3062: 3060: 3057: 3055: 3052: 3050: 3047: 3045: 3042: 3040: 3037: 3035: 3032: 3030: 3027: 3025: 3022: 3020: 3017: 3015: 3012: 3011: 3009: 3007: 3003: 2997: 2994: 2992: 2989: 2987: 2984: 2982: 2979: 2977: 2974: 2972: 2969: 2967: 2964: 2962: 2959: 2957: 2954: 2952: 2949: 2947: 2944: 2942: 2939: 2938: 2936: 2932: 2928: 2925: 2918: 2913: 2911: 2906: 2904: 2899: 2898: 2895: 2889: 2886: 2884: 2881: 2879: 2876: 2875: 2865: 2859: 2855: 2851: 2850: 2844: 2843: 2840:Cited sources 2827: 2823: 2816: 2809: 2790: 2786: 2779: 2773: 2765: 2761: 2757: 2753: 2749: 2745: 2744: 2736: 2729: 2720: 2714: 2713: 2708: 2701: 2692: 2686: 2685: 2680: 2673: 2665: 2663:9780470166437 2659: 2655: 2651: 2647: 2640: 2632: 2628: 2624: 2620: 2613: 2599: 2595: 2588: 2572: 2565: 2559: 2550: 2545: 2538: 2537: 2529: 2521: 2515: 2511: 2506: 2505: 2496: 2488: 2482: 2478: 2474: 2470: 2469: 2461: 2453: 2449: 2445: 2441: 2437: 2433: 2429: 2425: 2421: 2417: 2410: 2406: 2399: 2391: 2387: 2383: 2379: 2375: 2371: 2367: 2363: 2359: 2355: 2348: 2341: 2326: 2322: 2316: 2302: 2298: 2291: 2282: 2276: 2275: 2270: 2263: 2255: 2249: 2245: 2241: 2237: 2230: 2228: 2226: 2224: 2222: 2220: 2211: 2207: 2203: 2197: 2195: 2193: 2183: 2174: 2172: 2170: 2168: 2166: 2156: 2154: 2144: 2129: 2125: 2122:Reich, Hans. 2118: 2109: 2100: 2091: 2089: 2087: 2085: 2083: 2074: 2070: 2063: 2061: 2059: 2057: 2055: 2053: 2044: 2038: 2030: 2024: 2020: 2016: 2012: 2009:. Cambridge: 2008: 2001: 1997: 1987: 1984: 1982: 1979: 1977: 1974: 1972: 1969: 1967: 1964: 1961: 1958: 1956: 1953: 1952: 1946: 1944: 1920: 1919: 1918: 1914: 1910: 1908: 1904: 1899: 1897: 1892: 1888: 1884: 1880: 1876: 1872: 1864: 1860: 1850: 1847: 1845: 1835: 1833: 1832:diethyl ether 1823: 1821: 1817: 1813: 1809: 1781: 1769: 1765: 1761: 1757: 1753: 1743: 1741: 1729: 1721: 1717: 1711: 1704:. It has a pK 1703: 1688: 1686: 1676: 1667: 1665: 1664:synthetic oil 1661: 1657: 1653: 1650: 1646: 1641: 1639: 1635: 1630: 1625: 1622: 1617: 1614: 1610: 1583: 1582: 1581: 1579: 1573: 1568: 1564: 1559: 1557: 1528: 1527: 1526: 1516: 1512: 1507: 1505: 1501: 1497: 1493: 1489: 1485: 1480: 1471: 1469: 1465: 1451: 1449: 1445: 1441: 1437: 1422: 1410: 1403: 1379: 1378: 1377: 1375: 1371: 1367: 1357: 1355: 1339: 1335: 1331: 1327: 1323: 1319: 1309: 1307: 1303: 1299: 1298:radio control 1295: 1291: 1288: 1284: 1280: 1276: 1251: 1247: 1235: 1228: 1223: 1206: 1200: 1197: 1193: 1188: 1185: 1181: 1178: 1173: 1172: 1169: 1166: 1163: 1158: 1157: 1152: 1148: 1144: 1140: 1139: 1135: 1132:(Recommended) 1131: 1127: 1126: 1122: 1119:(Permissible) 1118: 1114: 1113: 1109: 1108: 1103: 1093: 1089: 1080: 1079: 1073: 1069: 1060: 1059: 1053: 1049: 1040: 1039: 1035: 1031: 1027: 1023: 1019: 1018: 1014: 1012: 1009: 1008: 1004: 1001: 995: 994: 990: 988: 985: 984: 977: 970: 963: 939: 936: 935: 931: 930: 900: 897: 893: 892: 870: 867: 863: 862: 859: 856: 853: 849: 848: 844: 839: 834: 829: 825: 822: 818: 817: 813: 811: 806: 802: 797: 796: 792: 791: 786: 781: 778:-14.4 kJ/mol 777: 772: 764: 760: 759: 755: 747: 739: 733: 732: 728: 720: 715: 709: 708: 704: 699: 694: 693:Heat capacity 690: 689: 684: 680: 678: 675: 674: 670: 668: 665: 664: 660: 658: 655: 654: 649: 645: 642: 641:Dipole moment 638: 637: 633: 629: 627: 624: 623: 619: 612: 608: 604: 603: 599: 597: 594: 593: 589: 585: 581: 580: 573: 566: 565: 563: 557: 553: 550: 549: 545: 543: 540: 539: 536: 532: 528: 524: 523:diethyl ether 520: 518: 515: 514: 510: 507: 503: 502: 498: 495: 491: 487: 484: 483: 479: 477: 476:Boiling point 474: 473: 469: 467: 466:Melting point 464: 463: 459: 457: 454: 453: 449: 447: 444: 443: 439: 436: 435: 431: 429: 426: 425: 413: 410: 406: 405: 400: 391: 390: 387: 380: 366: 356: 355: 352: 345: 337: 333: 332:DTXSID2020977 329: 328: 326: 316: 312: 311: 304: 300: 299: 297: 295: 292: 291: 284: 283: 281: 279: 276: 275: 268: 264: 263: 261: 255: 251: 250: 243: 239: 238: 236: 234: 231: 230: 226: 222: 219: 217: 215:ECHA InfoCard 212: 211: 204: 200: 199: 197: 195: 192: 191: 184: 180: 179: 177: 175: 172: 171: 164: 160: 159: 157: 155: 152: 151: 144: 140: 139: 137: 133: 128: 127: 120: 116: 115: 113: 110: 106: 105: 100: 92: 84: 80: 74: 70: 65: 54: 50: 44: 40: 39: 35: 32:Nitromethane 27: 23: 19: 18:nitrous oxide 3189:Rocket fuels 3174:Nitroalkanes 3074:Nitromethane 3073: 3014:Butyl rubber 2991:Butanol fuel 2848: 2826:the original 2821: 2808: 2796:. Retrieved 2784: 2772: 2747: 2741: 2728: 2718: 2710: 2700: 2690: 2682: 2672: 2645: 2639: 2622: 2618: 2612: 2601:. Retrieved 2597: 2587: 2575:. Retrieved 2570: 2558: 2535: 2528: 2503: 2495: 2467: 2460: 2419: 2415: 2398: 2357: 2353: 2340: 2329:. Retrieved 2327:. 2024-03-05 2324: 2315: 2304:. Retrieved 2300: 2290: 2280: 2272: 2262: 2235: 2205: 2182: 2143: 2131:. Retrieved 2127: 2117: 2108: 2099: 2006: 2000: 1971:Model engine 1940: 1915: 1911: 1900: 1867:June 1, 1958 1856: 1848: 1841: 1829: 1826:Purification 1768:chloropicrin 1749: 1725: 1699: 1682: 1673: 1642: 1626: 1618: 1606: 1567:Luigi Crocco 1560: 1552: 1515:nitric oxide 1508: 1481: 1477: 1457: 1448:alkyd resins 1436:formaldehyde 1421:chloropicrin 1418: 1384:COONa + NaNO 1363: 1315: 1302:control line 1246:Nitromethane 1245: 1244: 1106: 1033: 998:Autoignition 933: 857: 809: 799:Main hazards 788: 770: 745: 718: 697: 610: 574:17.2 (DMSO) 555: 521:miscible in 493: 489: 278:RTECS number 183:ChEMBL276924 102:Identifiers 94:Other names 87:Nitromethane 76:Nitromethane 56:Nitromethane 3209:Drag racing 3115:Brake fluid 2966:Electricity 2956:Biogasoline 1896:hammer-lock 1708:of 17.2 in 1702:carbon acid 1670:Former uses 1570: [ 1500:helicopters 1484:drag racing 1330:nitroethane 1322:nitric acid 1312:Preparation 1306:free flight 1290:drag racing 1283:motorsports 1168:nitroethane 1048:median dose 1034:Lethal dose 1000:temperature 987:Flash point 852:Signal word 793:(OHS/OSH): 437:Appearance 402:Properties 221:100.000.797 163:CHEBI:77701 96:Nitrocarbol 3168:Categories 3105:Antifreeze 2934:Fuel types 2603:2024-05-31 2422:: 116349. 2360:: 116349. 2331:2024-05-31 2306:2024-05-31 2133:27 January 1992:References 1943:hypergolic 1885:, such as 1877:(VoD) and 1660:castor oil 1466:, such as 1326:exothermic 821:Pictograms 517:Solubility 428:Molar mass 303:RU5WG8C3F4 194:ChemSpider 130:3D model ( 109:CAS Number 73:IUPAC name 3143:Fuel card 3100:Motor oil 2951:Biodiesel 2854:CRC Press 2577:April 18, 2452:208755285 2444:0016-2361 2390:208755285 2382:0016-2361 2037:cite book 1986:RE factor 1891:adiabatic 1859:explosive 1760:aldehydes 1691:Reactions 1652:glow fuel 1629:hydrazine 1578:hydrazine 926:P403+P233 922:P370+P378 914:P304+P340 812:labelling 738:formation 712:Std molar 681:6400 m/s 634:at 25 °C 626:Viscosity 285:PA9800000 3120:Gear oil 2981:Hydrogen 2971:Kerosene 2789:Archived 2764:95631774 2212:(NIOSH). 2075:(NIOSH). 1955:Top Fuel 1949:See also 1933:Na + 2 H 1883:oxidizer 1879:brisance 1863:tank car 1656:methanol 1549:O + 4 NO 1504:Top Fuel 1464:monomers 1287:Top Fuel 1160:Related 1149:750 ppm 934:NFPA 704 783:Hazards 586:(χ) 567:10.21 (H 535:methanol 3054:Ecalene 2986:Ethanol 2798:May 30, 2598:Safrole 2424:Bibcode 2362:Bibcode 2069:"#0457" 1740:nitrate 1662:and/or 1596:O + H 1374:aqueous 1318:propane 1227:what is 1225: ( 1028:20 ppm 766:(Δ 714:entropy 552:Acidity 531:ethanol 527:acetone 456:Density 422: 254:PubChem 119:75-52-5 3135:Retail 3093:Fluids 2946:Diesel 2860:  2762:  2660:  2516:  2483:  2450:  2442:  2388:  2380:  2250:  2025:  1838:Safety 1812:buffer 1541:→ 4 CO 1537:+ 5 O 1511:oxygen 1496:planes 1392:O → CH 1336:, and 1222:verify 1219:  1015:7–22% 858:Danger 386:SMILES 242:C19275 174:ChEMBL 67:Names 3184:Fuels 2927:fuels 2924:Motor 2829:(PDF) 2818:(PDF) 2792:(PDF) 2781:(PDF) 2760:S2CID 2738:(PDF) 2567:(PDF) 2540:(PDF) 2512:-10. 2448:S2CID 2412:(PDF) 2386:S2CID 2350:(PDF) 1679:Other 1574:] 1545:+ 6 H 1521:and H 1406:NaHCO 1368:with 1354:ester 1136:none 1107:NIOSH 1024:(TLV) 646:3.46 630:0.63 393:C(=O) 351:InChI 154:ChEBI 132:JSmol 24:, or 2858:ISBN 2800:2024 2658:ISBN 2579:2014 2514:ISBN 2481:ISBN 2440:ISSN 2416:Fuel 2378:ISSN 2354:Fuel 2248:ISBN 2135:2022 2043:link 2023:ISBN 1921:2 CH 1907:ANNM 1844:LD50 1808:tris 1710:DMSO 1647:and 1636:and 1600:+ N 1584:2 CH 1529:4 CH 1509:The 1498:and 1492:cars 1474:Fuel 1415:Uses 1402:NaCl 1380:ClCH 1320:and 1304:and 1143:IDLH 918:P312 910:P280 906:P261 902:P210 888:H351 884:H331 880:H301 876:H226 872:H203 671:Low 661:Low 446:Odor 294:UNII 267:6375 233:KEGG 203:6135 2752:doi 2650:doi 2627:doi 2623:116 2544:doi 2473:doi 2432:doi 2420:261 2370:doi 2358:261 2240:doi 2015:doi 1871:TNT 1802:CNH 1790:CNO 1778:), 1774:CNO 1770:(Cl 1750:In 1734:NCH 1685:PLX 1649:car 1643:In 1425:CCl 1388:+ H 1372:in 1296:in 1130:REL 1117:PEL 810:GHS 749:298 722:298 320:EPA 257:CID 3170:: 2856:. 2820:. 2783:. 2758:. 2748:58 2746:. 2740:. 2716:; 2709:. 2688:; 2681:. 2656:. 2621:. 2596:. 2569:. 2479:. 2446:. 2438:. 2430:. 2418:. 2414:. 2384:. 2376:. 2368:. 2356:. 2352:. 2323:. 2299:. 2278:; 2271:. 2246:. 2218:^ 2208:. 2204:. 2191:^ 2164:^ 2152:^ 2126:. 2081:^ 2071:. 2051:^ 2039:}} 2035:{{ 1945:. 1925:NO 1909:. 1822:. 1588:NO 1572:it 1556:MJ 1533:NO 1494:, 1450:. 1429:NO 1404:+ 1400:+ 1396:NO 1348:CH 1344:CH 1332:, 1300:, 1263:NO 1254:CH 1084:Lo 1082:LC 1064:Lo 1062:LD 1044:50 1042:LD 924:, 920:, 916:, 912:, 908:, 904:, 886:, 882:, 878:, 874:, 814:: 741:(Δ 632:cP 571:O) 561:) 554:(p 533:, 529:, 525:, 496:) 492:, 418:NO 414:CH 20:, 2916:e 2909:t 2902:v 2866:. 2802:. 2766:. 2754:: 2723:. 2695:. 2666:. 2652:: 2633:. 2629:: 2606:. 2581:. 2552:. 2546:: 2522:. 2510:9 2475:: 2454:. 2434:: 2426:: 2392:. 2372:: 2364:: 2334:. 2309:. 2285:. 2256:. 2242:: 2137:. 2045:) 2031:. 2017:: 1937:O 1935:2 1931:2 1927:2 1923:3 1894:" 1804:2 1800:3 1798:) 1796:2 1792:2 1788:3 1786:) 1784:2 1776:2 1772:3 1736:2 1732:2 1730:O 1714:a 1706:a 1602:2 1598:2 1594:2 1590:2 1586:3 1547:2 1543:2 1539:2 1535:2 1531:3 1523:2 1519:2 1460:r 1438:( 1431:2 1427:3 1423:( 1408:3 1398:2 1394:3 1390:2 1386:2 1382:2 1350:2 1346:2 1342:3 1268:2 1259:3 1217:N 1090:) 1086:( 1070:) 1066:( 1050:) 1046:( 975:3 968:3 961:2 773:) 771:G 768:f 751:) 746:H 743:f 724:) 719:S 717:( 700:) 698:C 696:( 616:) 614:D 611:n 609:( 569:2 559:a 556:K 494:P 490:T 488:( 420:2 416:3 322:) 318:( 134:) 28:.

Index

nitrous oxide
methyl nitrate
methyl nitrite
Structural formula of nitromethane
Nitromethane
IUPAC name
Preferred IUPAC name
CAS Number
75-52-5
JSmol
Interactive image
ChEBI
CHEBI:77701
ChEMBL
ChEMBL276924
ChemSpider
6135
ECHA InfoCard
100.000.797
Edit this at Wikidata
KEGG
C19275
PubChem
6375
RTECS number
UNII
RU5WG8C3F4
CompTox Dashboard
DTXSID2020977
Edit this at Wikidata

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