Liu, Michael T. H., and J. E. Chateauneuf. “Direct Measurement of the Energy Barrier for 1,2-Chlorine Atom Migration in α-Methyl-α-Chlorobenzyl (Chloro) Crbene”. Journal of Physical Organic Chemistry, vol. 5, no. 5, 1992, pp. 285-6, https://doi.org/10.1002/poc.610050510.

Genre

  • Journal Article
Contributors
Author: Liu, Michael T. H.
Author: Chateauneuf, J. E.
Date Issued
1992
Abstract

The first direct determination of a 1,2-chlorine atom shift in a chlorobenzylcarbene was achieved by nanosecond laser flash photolysis. Arrhenius activation parameters of E(act) = 3.39 +/- 0.14 kcal mol-1 and log [A(s-1)] = 10.98 +/- 0.14 were obtained for 1,2-chlorine migration in alpha-methyl-alpha-chlorobenzyl(chloro)carbene. The lifetime of this carbene is considerably longer than previously estimated and the measured E(act) is in excellent agreement with that determined by product analysis.

Note

UNIV NOTRE DAME,RADIAT LAB,NOTRE DAME,IN 46556.; LIU, MTH, UNIV PRINCE EDWARD ISL,DEPT CHEM,CHARLOTTETOWN C1A 4P3,PEI,CANADA.

W SUSSEX; BAFFINS LANE CHICHESTER, W SUSSEX, ENGLAND PO19 1UD

JOHN WILEY & SONS LTD

PT: J; CR: BIRD CL, 1967, J CHEM SOC CHEM COMM, P7 GRAHAM WH, 1965, J AM CHEM SOC, V87, P4396 LAVILLA JA, 1989, J AM CHEM SOC, V111, P6877 LIU MTH, 1989, J PHYS CHEM-US, V93, P7298 LIU MTH, 1990, J AM CHEM SOC, V112, P3915 LIU MTH, 1990, J CHEM SOC CHEM COMM, P1650 NAGARAJAN V, 1985, J PHYS CHEM-US, V89, P2330 TURRO NJ, 1982, J AM CHEM SOC, V104, P1754; NR: 8; TC: 2; J9: J PHYS ORG CHEM; PG: 2; GA: HX201

Source type: Electronic(1)

Language

  • English

Subjects

  • Chemistry, Organic
  • ALKENES
  • Chemistry, Physical
  • REARRANGEMENT
Page range
285-286
Host Title
Journal of Physical Organic Chemistry
Host Abbreviated Title
J.Phys.Org.Chem.
Volume
5
Issue
5
ISSN
0894-3230
DOI
https://doi.org/10.1002/poc.610050510

Department