α, β-ジクロルプロピオンアルデヒドを用いる二, 三のクロルエポキシ化合物の合成

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1-Chloro-2, 3-epoxybutane (bp 6263°C/82mmHg, yield 27%), 1-chloro-2, 3-epoxypentane (bp 46°C/18mmHg, yield 39%), 1-chloro-2, 3-epoxyhexane (bp 66.567°C/20 mmHg, yield 28.8%), 1-chloro-2, 3-epoxyheptane (bp 8181.5°C/19mmHg, yield 33.2%) and (3-chloro-1, 2-epoxypropyl) benzene (bp 102104°C/5 mmHg, yield 41.7%) were synthesized by the dehydrochlorination of the corresponding chlorohydrin compounds prepared by the reaction of α, β-dichloropropionaldehyde with the Grignard reagents from methyl, ethyl, propyl, butyl bromide and bromobenzene. By the analogous procedure with the Grignard reagent from p -chlorostyrene in tetrahydrofuran, p- (3-chloro-1, 2-epoxypropyl) styrene (bp 108115°C/0.75 mmHg, yield 12%) was also obtained, and polymerized in bulk using 2, 2′-azobisisobutyronitrile as an initiator to yield a reactive polymer having pendant epoxy groups.
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