Electrochemical Studies of Benzophenone and Fluorenone Imines, Amines and Diphenyldiazomethane.

Abstract

The redox behavior of several nitrogen containing derivatives of fluorenone and benzophenone has been studied. In this continuation of the study of possible precursors to carbene anoin radicals, diphenyldiazomethane (Ph2CN2) has been studied in acetonitrile (AN) containing Me4NPF6 (saturated) as the supporting electrolyte. This was done to conform that the lifetime of the anoin radical (Ph2CN2) is less than 1 ms in this electrolyte system. Parker and Bethell have recently reported that electroreduction of Ph2CN2 in AN-Me4NPF6 (saturated) at a hanging mercury drop electrode is electrochemically reversible at T = 8 C and v = 100 V/s. We have shown that their interpretation is in error, and that it is an artifact of unrecognized adsorption effects on the mercury electrode. The results reported here are consistent with previous findings using platinum as the cathode, i.e., the Ph2CN2 initially formed undergoes rapid loss of molecular nitrogen (t (to the 1/2) < or = 1 ms) to yield the carbene anoin radical.

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1982
Accession Number
ADA110435

Entities

People

  • James H. Barnes Jr

Organizations

  • Air Force Institute of Technology

Tags

DTIC Thesaurus Topics

  • Acetonitrile
  • Catalysis
  • Chemical Reactions
  • Chemical Synthesis
  • Chemistry
  • Decomposition
  • Electrolysis
  • Electron Transfer
  • Fluorenones
  • Free Radicals
  • Hydrogen
  • Ketones
  • Liquid Chromatography
  • Materials
  • Organic Chemistry
  • Oxidation
  • Quantum Cascade Lasers

Fields of Study

  • Chemistry

Readers

  • Electrochemical Engineering/ Fuel Cell Technologies
  • Electrochemical Surface Science
  • Polymer Science and Technology