NUCLEOPHILIC CHARACTER OF ALKYL RADICALS .18. ABSOLUTE RATE CONSTANTS FOR THE ADDITION OF PRIMARY ALKYL RADICALS TO CONJUGATED OLEFINS AND 1,4-BENZOQUINONE

被引:122
作者
CITTERIO, A
ARNOLDI, A
MINISCI, F
机构
[1] Istituto di Chimica del Politecnico, 20133 Milano
关键词
D O I
10.1021/jo01329a017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rate constants for the addition of the 5-hexenyl radical to styrene, a-methylstyrene, butadiene, acrylic monomers, methyl vinyl ketone, and 1, 4-benzoquinone were measured from 16 to 69 °C. The importance of polar effects, due to the nucleophilic character of the alkyl radical in olefin addition, is emphasized. The inhibition of chain processes by quinone is discussed in terms of the high rate constant (2.0 × 107 L mol-1 s-1 at 69 °C) of the alkyl radical addition to 1, 4-benzoquinone. © 1979, American Chemical Society. All rights reserved.
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页码:2674 / 2682
页数:9
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