(PLUS)alpha-PHENETHYL CHLORIDE AND (MINUS)2-PHENYLPENTANE

Abstract

Experiments are described which placed the lower and upper limits (109 deg and 133 deg, resp.) upon the rotation of optically active alpha-phenethyl chloride (I) by the conversion of alpha-phenethyl alcohol to the chloride and by the conversion of the chloride to 2-phenylpentane (II). The I was prepared in a 70% yield by employing pyridine hydrochloride. The rotations were 86% of those obtained by the Gerrard method (J. Chem. Soc. 1945, 106-12). The I was converted to 4-phenyl-1-pentene by a modified Wurtz reaction, and this product was hydrogenated to II.

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Document Details

Document Type
Technical Report
Publication Date
Aug 01, 1953
Accession Number
AD0014971

Entities

People

  • Robert L. Burwell Jr.

Organizations

  • Northwestern University

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Materials
  • Military Research
  • Oxides
  • Phosphoric Acids
  • Phosphorus
  • Reaction Time
  • Rotation
  • Silica Gels
  • Temperature Coefficients
  • Universities

Fields of Study

  • Chemistry

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  • Mathematics or Statistics
  • Organic Chemistry