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The synthesis of deuterated methyl methacrylates
Author(s) -
Ayrey G.,
Wong D. J. D.
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140619
Subject(s) - chemistry , acetone , methyl methacrylate , bromide , cyanohydrin , yield (engineering) , methacrylate , wittig reaction , monomer , polymer chemistry , nuclear chemistry , organic chemistry , polymer , catalysis , materials science , metallurgy
Methyl esters of: 2‐methyl [3‐ 2 H 2 ]prop‐2‐enoic acid (methyl methacrylate‐d 2 , CD 2 C(CH 3 )CO 2 CH 3 ) and 2‐[Me‐ 2 H 3 ]methylprop‐2‐enoic acid (methyl methacrylate‐d 3 , CH 2 C(CD 3 )CO 2 CH 3 ) were prepared in high yield under mild conditions from carbomethoxymethyltriphenylphosphonium bromide in a new application of the Wittig reaction. The methyl ester of 2‐methylprop[ 2 H 5 ]‐2‐enoic acid (methyl methacrylate‐d 5 , CD 2 C(CD 2 CH 3 ) was prepared from acetone‐d 6 via the acetone cyanohydrin method. Densities of all three monomers are reported at 25, 45 and 60°C.