Improved Synthetic Routes to Small Carboranes. Bench-Scale Preparation of Nido-2,3-C2B4H8 Derivatives from B5H9 and from B3H8(-) Salts.

Abstract

A method has been developed for producing the C,C7-dimethyl and C-phenyl derivatives of 2,3-C2B4H8 in gram quantities and in yields of > 50% without the use of heat, solvent, or large-volume gas bulb reactions. This approach involves formation of a B5H9. L2 adduct (L = triethylamine or dimethylsulfide) which reacts with 2-butyne or phenylacetylene in situ, at or below room temperature, to give the corresponding RR'C2B4H6 carborane. The carborane product is easily isolated in high purity by vacuum fractionation. The most satisfactory results are obtained with triethylamine, with B5H9 maintained in excess, and with simultaneous incremental addition of the amine and alkyne to the borane. The use of dimethysulfide in place of triethylamine gives slightly higher carborane yields but results in a much slower reaction.

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Document Details

Document Type
Technical Report
Publication Date
Aug 01, 1979
Accession Number
ADA073663

Entities

People

  • Narayan S. Hosmane
  • Russell N. Grimes

Organizations

  • University of Virginia

Tags

Communities of Interest

  • C4I

DTIC Thesaurus Topics

  • Acetylenes
  • Alkynes
  • Amines
  • California
  • Chemical Synthesis
  • Chemistry
  • Civil Engineering
  • Complex Mixtures
  • Inorganic Chemistry
  • Mass Spectra
  • Materials
  • Military Research
  • New York
  • Organic Chemistry
  • United States
  • Universities
  • Virginia

Fields of Study

  • Chemistry

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  • Organic Chemistry