Very Low Pressure Pyrolysis of 1,3-Cyclohexadiene. An Orbital Symmetry Nonallowed Reaction

Ze'Ev B. Alfassi; Sidney W. Benson; David M. Golden

doi:10.1021/ja00796a002

Very Low Pressure Pyrolysis of 1,3-Cyclohexadiene. An Orbital Symmetry Nonallowed Reaction

Ze'Ev B. Alfassi, Sidney W. Benson, David M. Golden

Unit of Nuclear Engineering

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

Abstract

Very low pressure pyrolysis (VLPP) of 1,3-cyclohexadiene yields only benzene and hydrogen uni-molecularly between 670 and 800°. RRKM calculations indicate that the data are compatible with the Arrhenius expression log (k/sec^-1) = 13.4 - (59 ± 1)/θ. These parameters are very close to those to be expected from a mechanism wherein 1,3-cyclohexadiene is converted to 1,4-cyclohexadiene via a biradical intermediate. Concerted, orbital symmetry forbidden pathways cannot, however, be rejected as possibilities.

Original language	English
Pages (from-to)	4784-4788
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	95
Issue number	15
DOIs	https://doi.org/10.1021/ja00796a002
State	Published - 1 Jul 1973

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

Access to Document

10.1021/ja00796a002

Cite this

@article{cbe8977ac6b5412992065bf09c338b3c,

title = "Very Low Pressure Pyrolysis of 1,3-Cyclohexadiene. An Orbital Symmetry Nonallowed Reaction",

abstract = "Very low pressure pyrolysis (VLPP) of 1,3-cyclohexadiene yields only benzene and hydrogen uni-molecularly between 670 and 800°. RRKM calculations indicate that the data are compatible with the Arrhenius expression log (k/sec-1) = 13.4 - (59 ± 1)/θ. These parameters are very close to those to be expected from a mechanism wherein 1,3-cyclohexadiene is converted to 1,4-cyclohexadiene via a biradical intermediate. Concerted, orbital symmetry forbidden pathways cannot, however, be rejected as possibilities.",

author = "Alfassi, {Ze'Ev B.} and Benson, {Sidney W.} and Golden, {David M.}",

year = "1973",

month = jul,

day = "1",

doi = "10.1021/ja00796a002",

language = "English",

volume = "95",

pages = "4784--4788",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "15",

}

TY - JOUR

T1 - Very Low Pressure Pyrolysis of 1,3-Cyclohexadiene. An Orbital Symmetry Nonallowed Reaction

AU - Alfassi, Ze'Ev B.

AU - Benson, Sidney W.

AU - Golden, David M.

PY - 1973/7/1

Y1 - 1973/7/1

N2 - Very low pressure pyrolysis (VLPP) of 1,3-cyclohexadiene yields only benzene and hydrogen uni-molecularly between 670 and 800°. RRKM calculations indicate that the data are compatible with the Arrhenius expression log (k/sec-1) = 13.4 - (59 ± 1)/θ. These parameters are very close to those to be expected from a mechanism wherein 1,3-cyclohexadiene is converted to 1,4-cyclohexadiene via a biradical intermediate. Concerted, orbital symmetry forbidden pathways cannot, however, be rejected as possibilities.

AB - Very low pressure pyrolysis (VLPP) of 1,3-cyclohexadiene yields only benzene and hydrogen uni-molecularly between 670 and 800°. RRKM calculations indicate that the data are compatible with the Arrhenius expression log (k/sec-1) = 13.4 - (59 ± 1)/θ. These parameters are very close to those to be expected from a mechanism wherein 1,3-cyclohexadiene is converted to 1,4-cyclohexadiene via a biradical intermediate. Concerted, orbital symmetry forbidden pathways cannot, however, be rejected as possibilities.

UR - http://www.scopus.com/inward/record.url?scp=0011839234&partnerID=8YFLogxK

U2 - 10.1021/ja00796a002

DO - 10.1021/ja00796a002

M3 - Article

AN - SCOPUS:0011839234

SN - 0002-7863

VL - 95

SP - 4784

EP - 4788

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 15

ER -

Very Low Pressure Pyrolysis of 1,3-Cyclohexadiene. An Orbital Symmetry Nonallowed Reaction

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this