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