TY - JOUR
T1 - Initiation mechanisms in radical polymerization
T2 - Reaction of isopropoxyl radicals with methyl methacrylate
AU - Busfield, W. Ken
AU - Jenkins, Ian D.
AU - Rizzardo, Ezio
AU - Solomon, David H.
AU - Thang, San H.
PY - 1991/12/1
Y1 - 1991/12/1
N2 - The radical trapping technique employing 1,1,3,3-tetramethyl-1,3- dihydroisoindole-2-yloxyl 2 as a scavenger has been used to study the reaction of isopropoxyl radicals with methyl methacrylate 1. Addition to the unsubstituted (tail) end of 1 and hydrogen abstraction from the α-methyl group of 1 were the major pathways of the reaction; the ratio of addition-abstraction was 7:1. The formation of alkoxy amines 6 and 8 was an unusual feature of the reaction. These two products appear to be derived from the reaction between 2-hydroxy-1,1,3,3-tetramethyl-1,3-dihydroisoindole and 1. The mechanism of this reaction is discussed.
AB - The radical trapping technique employing 1,1,3,3-tetramethyl-1,3- dihydroisoindole-2-yloxyl 2 as a scavenger has been used to study the reaction of isopropoxyl radicals with methyl methacrylate 1. Addition to the unsubstituted (tail) end of 1 and hydrogen abstraction from the α-methyl group of 1 were the major pathways of the reaction; the ratio of addition-abstraction was 7:1. The formation of alkoxy amines 6 and 8 was an unusual feature of the reaction. These two products appear to be derived from the reaction between 2-hydroxy-1,1,3,3-tetramethyl-1,3-dihydroisoindole and 1. The mechanism of this reaction is discussed.
UR - http://www.scopus.com/inward/record.url?scp=37049070513&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:37049070513
SN - 1472-7781
SP - 1351
EP - 1354
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
IS - 6
ER -