Premium
Rate constants for the gas‐phase reaction of ozone with 1,2‐disubstituted alkenes
Author(s) -
Grosjean Eric,
Grosjean Daniel
Publication year - 1996
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/(sici)1097-4601(1996)28:6<461::aid-kin8>3.0.co;2-t
Subject(s) - chemistry , alkene , hexene , ozone , substituent , reaction rate constant , reactivity (psychology) , alkyl , medicinal chemistry , gas phase , double bond , photochemistry , organic chemistry , catalysis , ethylene , kinetics , medicine , physics , alternative medicine , pathology , quantum mechanics
Abstract The gas‐phase reaction of ozone with eight 1,2‐disubstituted alkenes has been investigated at ambient temperature (T = 286–296 K) and p = 1 atm. of air. The reaction rate constants, in units of 10 −18 cm 3 molecule −1 s −1 , are 144 ± 17 for cis ‐3‐hexene, 157 ± 25 for trans ‐3‐hexene, 89.8 ± 9.7 for cis ‐4‐octene, 131 ± 15 for trans ‐4‐octene, 114 ± 13 for cis ‐5‐decene, ≥ 130 for trans ‐5‐decene, 38.3 ± 5.0 for trans ‐2.5‐dimethyl‐3‐hexene, and 40.3 ± 6.7 for trans ‐2.2‐dimethyl‐3‐hexene. Substituent effects on alkene reactivity are examined. Cis ‐1,2‐disubstituted alkenes are less reactive than the corresponding trans isomers. The 1,2‐disubstituted alkenes that bear bulky substituents (substitution at the 3‐carbon) are ca. 3 times less reactive than the corresponding n ‐alkyl substituted compounds. The atmospheric persistence of 1,2‐disubstituted alkenes is briefly discussed. © 1996 John Wiley & Sons, Inc.