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Nitromethane
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{{distinguish|methyl nitrate|methyl nitrite}} {{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 408770718 | Name = Nitromethane | ImageFileL1 = Valence structural formula of nitromethane.svg | ImageNameL1 = Structural formula of nitromethane | ImageFileR1 = Nitromethane-3D-vdW.png | ImageNameR1 = Nitromethane | PIN = Nitromethane<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 662 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4| chapter = Front Matter }}</ref> | SystematicName = | OtherNames = Nitrocarbol | IUPACName = Nitromethane | Section1 = {{Chembox Identifiers | SMILES = C[N+](=O)[O-] | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 6135 | PubChem = 6375 | InChI = 1/CH3NO2/c1-2(3)4/h1H3 | InChIKey = LYGJENNIWJXYER-UHFFFAOYAW | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 276924 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 77701 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/CH3NO2/c1-2(3)4/h1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = LYGJENNIWJXYER-UHFFFAOYSA-N | CASNo = 75-52-5 | CASNo_Ref = {{cascite|correct|CAS}} | UNII_Ref = {{fdacite|correct|FDA}} | UNII = RU5WG8C3F4 | RTECS = PA9800000 | KEGG_Ref = {{keggcite|changed|kegg}} | KEGG = C19275 }} | Section2 = {{Chembox Properties | Formula = {{chem2|CH3NO2}} | MolarMass = 61.04 g/mol | Appearance = colorless, oily liquid<ref name=PGCH/> | Odor = Light, fruity<ref name=PGCH/> | Density = 1.1371 g/cm<sup>3</sup> (20 °C)<ref name=crc>Haynes, p. 3.414</ref> | Solubility = ca. 10 g/100 mL | SolubleOther = miscible in [[diethyl ether]], [[acetone]], [[ethanol]], [[methanol]]<ref name=crc/> | MeltingPtC = -28.7 | MeltingPt_ref=<ref name=crc/> | BoilingPtC = 101.2 | BoilingPt_ref=<ref name=crc/> | pKa = {{Unbulleted list | 10.21 (H<sub>2</sub>O)<ref>Haynes, p. 5.94</ref> | 17.2 (DMSO) <ref name=uwisconsin>{{cite web|last1=Reich|first1=Hans|title=Bordwell pKa table: "Nitroalkanes"|url=http://www.chem.wisc.edu/areas/reich/pkatable/|website=University of Wisconsin Chemistry Department|access-date=27 January 2022}}</ref> }} | RefractIndex = 1.3817 (20 °C)<ref name=crc/> | Viscosity = 0.63 [[Poise (unit)|cP]] at 25 °C<ref name="Haynes, p. 6.231">Haynes, p. 6.231</ref> | ThermalConductivity = 0.204 W/(m·K) at 25 °C<ref name="Haynes, p. 6.231">Haynes, p. 6.231</ref> | VaporPressure = 28 mmHg (20 °C)<ref name=PGCH/> | MagSus = −21.0·10<sup>−6</sup> cm<sup>3</sup>/mol<ref>Haynes, p. 3.576</ref> | Dipole = 3.46<ref name=crc2>Haynes, p. 15.19</ref> | CriticalTP =588 K, 6.0 MPa<ref>Haynes, p. 6.69</ref> }} | Section3 = {{Chembox Explosive | ShockSens = Low | FrictionSens = Low | DetonationV = 6400 m/s }} | Section4 = {{Chembox Thermochemistry | Thermochemistry_ref =<ref>Haynes, p. 5.20</ref> | HeatCapacity = 106.6 J/(mol·K) | Entropy = 171.8 J/(mol·K) | DeltaHform = −112.6 kJ/mol | DeltaGfree = −14.4 kJ/mol | DeltaHcombust = | DeltaHfus = | DeltaHvap = | DeltaHsublim = | HHV = | LHV = }} | Section7 = {{Chembox Hazards | ExternalSDS = | MainHazards = Flammable, health hazard | FlashPtC = 35<ref name=crc2/> | GHSPictograms = {{GHS01}} {{GHS02}} {{GHS06}} {{GHS08}} | GHSSignalWord = '''DANGER''' | HPhrases = {{H-phrases|203|226|301|331|351}} | PPhrases = {{P-phrases|210|261|280|304+340|312|370+378|403+233}} | NFPA-H = 2 | NFPA-F = 3 | NFPA-R = 3 | IDLH = 750 ppm<ref name=PGCH>{{PGCH|0457}}</ref> | LD50 = 940 mg/kg (oral, rat)<br/>950 mg/kg (oral, mouse)<ref name=IDLH>{{IDLH|75525|Nitromethane}}</ref> | REL = none<ref name=PGCH/> | PEL = TWA 100 ppm (250 mg/m<sup>3</sup>)<ref name=PGCH/> | ExploLimits = 7–22%<ref name=crc2/> | AutoignitionPtC =418<ref name=crc2/> | TLV = 20 ppm<ref name=crc2/> | LCLo = 7087 ppm (mouse, 2 h)<br/>1000 ppm (monkey)<br/>2500 ppm (rabbit, 12 h)<br/>5000 ppm (rabbit, 6 h)<ref name=IDLH/> | LDLo = 750 mg/kg (rabbit, oral)<br/>125 mg/kg (dog, oral)<ref name=IDLH/> }} | Section8 = {{Chembox Related | OtherFunction_label = [[nitro compounds]] | OtherFunction = [[nitroethane]] | OtherCompounds = [[methyl nitrite]]<br />[[methyl nitrate]] }} }} '''Nitromethane''', sometimes shortened to simply "nitro", is an [[organic compound]] with the chemical formula {{chem2|CH3NO2}}. It is the simplest organic [[nitro compound]]. 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 [[organic synthesis]], it is used widely in the manufacture of pesticides, explosives, fibers, and coatings.<ref name=Markofsky/> Nitromethane is used as a fuel additive in various [[motorsports]] and hobbies, e.g. [[Top Fuel]] [[drag racing]] and miniature [[Glow plug (model engine)|internal combustion engines]] in [[Radio-controlled aircraft|radio control]], [[control line]] and [[free flight (model aircraft)|free flight]] model aircraft.
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