Some Reactions of 2,5-Norbornadiene (Bicyclo[2.2.1]-2,5-heptadiene)1
摘要:
2,5-Norbornadiene (I) adds only one mole of bromine at -8 to -12° resulting in a 66% yield of dibromide which consists of about 80% 3,5-dibromonortricyclene (IV) and 20% dibromonorbornenes. Addition of hydrogen chloride or bromide to I yields monohalide which is chiefly 5-halo-2-norbornene (VIII) but which may contain 15-30% 3-halonortricyclene (VII). The reaction of I with formic acid gives formate consisting principally of 3-nortricyclyl formate. Saponification of the product yields 3-hydroxynortricyclene.
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DOI:
10.1021/ja01593a047
被引量:
年份:
1956
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