Accession Number:

AD0329649

Title:

Compounds Containing the Terminal Fluorodinitromethyl Group, IV. 4-Fluoro-4,4-dinitrobutyric Acid.

Descriptive Note:

Corporate Author:

NAVAL ORDNANCE LAB WHITE OAK MD

Personal Author(s):

• KAMLET, MORTIMER J.
• HOFFSOMMER, JOHN C.

Report Date:

1962-04-15

Pagination or Media Count:

10.0

Abstract:

The 4-fluoro-4,4-dinitrobutyric acid compound was prepared by the sequence tetranitromethane TNM to nitroform to methyl 4,4,4-trinitrobutyrate IV to potassium methyl 4,4-dinitrobutyrate III to methyl 4-fluoro-4,4-dinitrobutyrate I to 4-fluoro-4,4-dinitrobutyric acid II. Process development in the KI reduction of IV to III is described. The aqueous fluorination technique is used to convert III to I. Over-all yields of II from TNM are 35-40. It is believed that this represents a practicable and economical method for the manufacture of II. Author

Descriptors:

• *ACIDS
• *BUTANES
• *FLUORINATED HYDROCARBONS
• BINDERS
• BUTENES
• CHEMICAL REACTIONS
• FLUORINATION
• IODIDES
• METHYL RADICALS
• NITRO RADICALS
• POLYMERS
• SYNTHESIS

Subject Categories:

• Polymer Chemistry
• Plastics
• Ammunition and Explosives

Distribution Statement:

APPROVED FOR PUBLIC RELEASE