2,2-Dimethylbutane

1332160451 2,2-Dimethylbutan.svg correct ?? 180 Stereo, skeletal formula of 2,2-dimethylbutane with some implicit hydrogens shown 2,2-Dimethylbutane-3D-balls.png correct ?? Ball stick model of 2,2-dimethylbutane Neohexane molecule 2,2-Dimethylbutane-3D-spacefill.png correct ?? Spacefill model of 2,2-dimethylbutane Neohexane molecule 2,2-Dimethylbutane2,2-DIMETHYLBUTANE - Compound Summary https://pubchem.ncbi.nlm.nih.gov/compound/6403 PubChem Compound National Center for Biotechnology Information 9 March 2012 USA 26 March 2005 Identification and Related Records Neohexane,3-194 22DMB 75-83-2 correct CAS 6403 6163 correct chemspider 200-906-8 1208 EJ9300000 142735 correct EBI 1730736 CCC(C)(C)C correct FDA 07L56L3MP2 1S/C6H14/c1-5-6(2,3)4/h5H2,1-4H3 correct chemspider HNRMPXKDFBEGFZ-UHFFFAOYSA-N correct chemspider 6 14 Colorless liquid Odorless 649 g/L 171 to 175 322.8 to 323.0 3.51 36.88 kPa (at 20 °C) 6.5 nmol Pa−1 kg−1 1.36882,2-Dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403#section=Refractive-Index pubchem.ncbi.nlm.nih.gov 3 May 2026 en −76.24·10−6 cm3/mol −214.4 – −212.4 kJ mol−1 −4.1494 – −4.1476 MJ mol−1 272.00 J K−1 mol−1 189.67 J K−1 mol−1 2,2-Dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403#section=GHS-Classification pubchem.ncbi.nlm.nih.gov 3 May 2026 en flame exclamation mark health hazard environment Danger 225 304 315 336 411 P210 P233 P240 P241 P242 P243 P261 P264 P271 P273 P280 P301+P316 P302+P352 P303+P361+P353 P304+P340 P319 P321 P331 P332+P317 P362+P364 P370+P378 P391 P403+P233 P403+P235 P405 P501 2,2-Dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403#section=NFPA-Hazard-Classification pubchem.ncbi.nlm.nih.gov 3 May 2026 en 2 3 0 −48 closed cup 2,2-Dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403#section=Flash-Point pubchem.ncbi.nlm.nih.gov 3 May 2026 en 405 2,2-Dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403#section=Autoignition-Temperature pubchem.ncbi.nlm.nih.gov 3 May 2026 en 1.2–7.7% none0323 alkanes Neopentane 2,3-Dimethylbutane Triptane Tetramethylbutane Tetraethylmethane 2,2,4-Trimethylpentane 2,3,3-Trimethylpentane 2,3,4-Trimethylpentane Tetra-tert-butylmethane 2,2-Dimethylbutane, trivially known as neohexane at William Odling's 1876 suggestion,https://books.google.com/books?id=JplJAQAAMAAJ&pg=PA209 Philosophical Magazine 1876 Taylor & Francis. en is an organic compound with formula C6H14 or (H3C-)3-C-CH2-CH3. It is therefore an alkane, indeed the most compact and branched of the hexane isomers — the only one with a quaternary carbon and a butane (C4) backbone. Synthesis Butlerov's student V. Goryainov originally discovered neohexane in 1872 by cross-coupling of zinc ethyl with tert-butyl iodide.https://books.google.com/books?id=PVZEAQAAMAAJ&pg=RA1-PA230 Журнал Русского физико-химического общества 1872 Тип-ія Б. Демакова ru 2,2-Dimethylbutane can be synthesised by the hydroisomerisation of 2,3-dimethylbutane using an acid catalyst.2,2-dimethylbutane https://pubchem.ncbi.nlm.nih.gov/compound/6403 National Center for Biotechnology Information 20 July 2015 18 July 2015 It can also be synthesised by isomerization of n-pentane in the presence of a catalyst containing combinations of one or more of palladium, platinum, rhodium and rhenium on a matrix of zeolite, alumina, silicon dioxide or other materials. Such reactions create a mixture of final products including isopentane, n-hexane, 3-methylpentane, 2-methylpentane, 2,3-dimethylbutane and 2,2-dimethylbutane. Since the composition of the final mixture is temperature dependant the desired final component can be obtained choice of catalyst and by combinations of temperature control and distillations.Rabo J. A. Pickert P. E. Mays R. L. Pentane and Hexane Isomerization Industrial & Engineering Chemistry American Chemical Society (ACS) 53 9 1961 0019-7866 10.1021/ie50621a029 733–736Den Hartog A. J. Rek P. J. M. Botman M. J. P. De Vreugd C. Ponec V. Reactions of 2,2-dimethylbutane on platinum-rhenium/alumina catalysts. Effect of sulfur and chlorine on the selectivity Langmuir American Chemical Society (ACS) 4 5 1988 0743-7463 10.1021/la00083a006 1100–1103Brown Ronald Kemball Charles McDougall Gordon S. Exchange reactions of 2,2-dimethylpentane, 2,2-dimethylbutane and 2,2-dimethylpropane over Pt/SiO2 and Rh/SiO2 Journal of the Chemical Society, Faraday Transactions Royal Society of Chemistry (RSC) 91 7 1995 0956-5000 10.1039/ft9959101131 1131 Uses Neohexane is used as a high-octane anti-knock additive in gasoline and in the manufacture of agricultural chemicals.Hazardous Substance Fact Sheet - 2,2-Dimethylbutane New Jersey Department of Health June 2008 https://nj.gov/health/eoh/rtkweb/documents/fs/1335.pdf 2 July 2021 It is also used in a number of commercial, automobile and home maintenance products, such as adhesives, electronic contact cleaners and upholstery polish sprays.2,2-Dimethylbutane Consumer Products Information Database 2021 https://www.whatsinproducts.com/chemicals/view/1/548/000075-83-2 2 July 2021 en In laboratory settings, it is commonly used as a probe molecule in techniques which study the active sites of metal catalysts. Such catalysts are used in hydrogen-deuterium exchange, hydrogenolysis, and isomerization reactions. It is well suited to this purpose as 2,2-dimethylbutane contains both an isobutyl and an ethyl group.Burch R. Paál Z. The use of 2,2-dimethylbutane (neohexane) as a probe molecule of metal catalysts Applied Catalysis A: General Elsevier BV 114 1 1994 0926-860X 10.1016/0926-860x(94)85106-9 9–33 1994AppCA.114....9B See also Methylbutane (isopentane) 2-Methylpentane (isohexane) References Category:Alkanes