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Volumn 71, Issue 23, 2006, Pages 8907-8917

On the mechanism of the conversion of methanol to 2,2,3-trimethylbutane (triptane) over zinc iodide

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; CATALYSIS; CATALYST SELECTIVITY; INITIATORS (CHEMICAL); OLEFINS; PARAFFINS; REACTION KINETICS; ZINC COMPOUNDS;

EID: 33750891429     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0617823     Document Type: Article
Times cited : (30)

References (29)
  • 4
    • 0003672158 scopus 로고    scopus 로고
    • John Wiley& Sons: Hoboken, NJ, and references therein
    • (b) Olah, G. A.; Molnár, Á. Hydrocarbon Chemistry, 2nd ed.; John Wiley& Sons: Hoboken, NJ, 2003; pp 117-122 and references therein.
    • (2003) Hydrocarbon Chemistry, 2nd Ed. , pp. 117-122
    • Olah, G.A.1    Molnár, Á.2
  • 6
    • 33750873926 scopus 로고
    • Kim, L.; Wald, M. M.; Brandenburger, S. G. J. Org. Chem. 1978, 43, 3432-3433. Also see U.S. Patents 4,059,646, 4,059,647, 4,126,642, 4,126,643, 4,151,214, 4,166,189, and 4,249,031.
    • (1978) J. Org. Chem. , vol.43 , pp. 3432-3433
    • Kim, L.1    Wald, M.M.2    Brandenburger, S.G.3
  • 7
  • 8
    • 33750895639 scopus 로고    scopus 로고
    • U.S. Patent 3,969,427, 1976
    • Bell, W. K.; Chang, C. D. U.S. Patent 3,969,427, 1976.
    • Bell, W.K.1    Chang, C.D.2
  • 14
    • 33750871327 scopus 로고    scopus 로고
    • note
    • The 1978 paper promises "supporting evidence for carbenoid and organozinc intermediates and a detailed mechanism consistent with the high triptane yield" in "subsequent publications"; however, no such publications have appeared.
  • 15
    • 33750858021 scopus 로고    scopus 로고
    • note
    • This does not take into account iodide lost as MeI, for which we as yet do not have good quantitation, so the actual yield of water is somewhat higher.
  • 17
    • 33750889173 scopus 로고    scopus 로고
    • note
    • (l2) The ratio of HMB/triptyls does vary under different reaction conditions, especially in reactions starting with DME carried out at lower temperatures (see below). We believe this reflects increased yields of less-substituted benzenes at the expense of HMB but do not yet have sufficiently complete analytical data to confirm that.
  • 18
    • 33750847815 scopus 로고
    • Trotman-Dickenson, A. F., Ed.; Pergamon Press: Oxford
    • Aylett, B. J. In Comprehensive Inorganic Chemistry; Trotman-Dickenson, A. F., Ed.; Pergamon Press: Oxford, 1973; Vol. 3, p 215.
    • (1973) Comprehensive Inorganic Chemistry , vol.3 , pp. 215
    • Aylett, B.J.1
  • 23
    • 33750847001 scopus 로고    scopus 로고
    • note
    • 7 components identified were just those that are calculated from the thermochemical data to be thermodynamically most stable (2,3-dimethylpentane, 2-methylhexane, and 3-methylhexane), although the distribution does not precisely match the thermodynamic predictions.
  • 27
    • 33750851491 scopus 로고    scopus 로고
    • note
    • 7 stage. We plan to examine this and related questions by means of molecular modeling in the near future.
  • 28
    • 33750890969 scopus 로고    scopus 로고
    • note
    • 2, in a later publication.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.