Chemistry:Triptane

From HandWiki

Triptane, or 2,2,3-trimethylbutane, is an organic chemical compound with the molecular formula C7H16 or (H3C-)3C-C(-CH3)2H. It is therefore an alkane, specifically the most compact and heavily branched of the heptane isomers, the only one with a butane (C4) backbone.

It was first synthesized in 1922 by Belgian chemists Georges Chavanne (1875–1941) and B. Lejeune, who called it trimethylisopropylmethane.[1][2]

Due to its high octane rating (112–113 RON, 101 MON[3][4]) triptane was produced on alkylation units starting from 1943[5] for use as an anti-knock additive in gasoline. It was extensively researched for this role and received the modern name in the late 1930s at a joint laboratory of NACA, National Bureau of Standards, US Army Air Corps and the Bureau of Aeronautics.[6]

As of 2011, it was not a significant component of US automobile gasoline, present only in trace amounts (0.05–0.1%).[7]

See also

References

  1. Chavanne, G.; Lejeune, B. (March 1922). "Un nouvel heptane: le triméthylisopropylméthane". Bulletin de la Société Chimique de Belgique 31 (3): 99–102. https://archive.org/details/v31_1922/v31_1922/page/n99/mode/1up. 
  2. "No Species Found". https://webbook.nist.gov/cgi/cbook.cgi?Source=1922CHA%2FLEJ98. 
  3. Nash, Connor P.; Dupuis, Daniel P.; Kumar, Anurag; Farberow, Carrie A.; To, Anh T.; Yang, Ce; Wegener, Evan C.; Miller, Jeffrey T. et al. (2022-02-01). "Catalyst design to direct high-octane gasoline fuel properties for improved engine efficiency". Applied Catalysis B: Environmental 301. doi:10.1016/j.apcatb.2021.120801. ISSN 0926-3373. Bibcode2022AppCB.30120801N. https://www.sciencedirect.com/science/article/abs/pii/S0926337321009267. 
  4. Perdih, A.; Perdih, F. (2006). "Chemical Interpretation of Octane Number". Acta Chimica Slovenica. 
  5. stason.org, Stas Bekman: stas (at). "10.1 The myth of Triptane". https://stason.org/TULARC/vehicles/gasoline-faq/10-1-The-myth-of-Triptane.html. 
  6. (in en) Annual Report of the National Advisory Committee for Aeronautics. U.S. Government Printing Office. 1938. p. 28. https://books.google.com/books?id=9XwiAQAAMAAJ&pg=PA28. 
  7. "Hydrocarbon Composition of Gasoline Vapor Emissions from Enclosed Fuel Tanks". United States Environmental Protection Agency. 2011. https://nepis.epa.gov/Exe/ZyPURL.cgi?Dockey=P100GPED.TXT.