The reactions of some α-chloroacetophenones (RCOCH
2Cl;R=phenyl,
p-methoxyphenyl,
p-fluorophenyl) with Grignard reagents (R'MgX) were studied. They have been shown to yield ketones of the type of RCOCH
2R' or R'COCH
2R when the molar ratio of the reactants is 1:1, and to yield in many cases 1, 1, 2-trisubstituted ethanols of the type of RR'C(OH)CH
2R' or R'
2C(OH)CH
2R (or the corresponding ethylenes) when the molar ratio is 1:2. On the contrary, a-chloroacetophenone has been found to react with an excess of phenylmagnesium bromide to yield 1, 2, 2-triphenylethanol, although 1, 1, 2-triphenylethanol could be isolated under different reactionnccoonditions.Based on these experimental results and on the conception of migrraa ory aptitude of atomic groups, the mechanism of the reactions was discussed.
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