Accession Number:

AD0329453

Title:

Heat Resistant Explosives. XI. An Unusual Oxidation Reaction Leading to 3,3'-Dihydroxy-2,2', 4,4', 6,6'-Hexanitrobiphenyl (Dipicric Acid, DIPA)

Descriptive Note:

Corporate Author:

NAVAL ORDNANCE LAB WHITE OAK MD

Report Date:

1962-02-26

Pagination or Media Count:

26.0

Abstract:

The oxidation of 3,3-dimethyl-2,2,4,4,6,6hexanitrobiphenyl with a dichromate-oleum-nitric acid mixture yielded dipicric acid rather than 3,3- dicarboxy-2,2,4,4,6,6-hexanitrobiphenyl as reported by Adams and coworkers J. Am Chem. Soc. 522054, 1930. The replacement of a methyl group by hydroxyl under these oxidizing conditions appears to be general for trinitrotoluene derivatives but not for dinitrotoluenes or other alkyl trinitrobenzenes. The potentialities of DIPA as a high temperature explosive are discussed.

Subject Categories:

  • Organic Chemistry
  • Ammunition and Explosives

Distribution Statement:

APPROVED FOR PUBLIC RELEASE