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REARRANGEMENTS IN 3-ARYL-1-BUTYL SYSTEMS. Final Report

Technical Report ·
OSTI ID:4183758

ated with sodium nitrite in acetic acid. Four products, 3-aryl-1-butyl acetates, 3-aryl-1-butenes, and erythro- and threo-3-aryl2-butyl acetates, were produced in each reaction. Little or no isotope-position rearrangement attended the formation of 3-aryl-1-butyl acetates and 3-aryl-1-butenes, but extensive rearrangement was observed in the 3-aryl-2-butyl acetates. Results obtained in this work indicate that aryland hydrogen-bridged ions were intermediates in the formation of secondary acetates and that open secondary carbonium ions were not intermediates in these reactions. Solvolysis reactions of 3-aryl-1-butyl brosylates and chlorides and octyl brosylate and chloride in several solvents have been examined briefly. All solvolysis reactions proceeded predominantly by an S/sup N/sup 2/ mechanism. (auth)

Research Organization:
Kentucky. Univ., Lexington
NSA Number:
NSA-14-006210
OSTI ID:
4183758
Report Number(s):
ORO-227
Country of Publication:
United States
Language:
English

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