The Synthesis of 3,3-Difluoroallyl Derivatives of Silicon by an Organophosphorus Route.

Abstract

3,3-Difluoroallylderivatives of silicon have been prepared by the reaction of difluorochloromethane with ylides of type Ph3P=CHCH2SiR3 (SiR3 = SiMe3, SiMe2H, SiMe2OSiMe3, SiMe(OSiMe3). Also prepared by this procedure was Me3SiCH2C-2 (CH3)=CF2, but Me3SiCH2c(C6H5)=CF2 could not be prepared in this way, probably because the ylide, Ph3P=C(C6H5) CH2SiMe3 was not sufficiently basic to deprotonate HCF2C1. The thermal stability of Me3SiCH2CH=CF2 was assessed and a few of its reactions examined: additon of CCl2 and CBr2 (generated via the appropriate PhHgCX2Br) and addition-elimination reactions with phenyl- and n-butyllithium to give Me3SiCH2CH=C(R)F (R = Ph, sub bar n-Bu). (Author)

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Document Details

Document Type
Technical Report
Publication Date
Aug 06, 1980
Accession Number
ADA088354

Entities

People

  • Dennis J. Sepelak
  • Dietmar Seyferth
  • Karl R. Wursthorn
  • Thomas F. O. Lim

Organizations

  • Massachusetts Institute of Technology

Tags

Communities of Interest

  • Advanced Electronics

DTIC Thesaurus Topics

  • Addition Reactions
  • California
  • Chemical Synthesis
  • Chemistry
  • Elimination Reactions
  • Massachusetts
  • Military Research
  • New York
  • North Carolina
  • Pennsylvania
  • Physical Properties
  • Silicon Compounds
  • Spectra
  • Thermal Stability
  • United States
  • Universities
  • Virginia

Fields of Study

  • Chemistry

Readers

  • Computer Engineering
  • Organic Chemistry
  • Regression Analysis.