Accession Number : AD0711604

Title :   STABLE HYDRIDE MEISENHEIMER ADDUCTS,

Corporate Author : NAVAL ORDNANCE LAB WHITE OAK MD

Personal Author(s) : Kaplan,Lloyd A. ; Siedle,Allen R.

Report Date : 15 JUL 1970

Pagination or Media Count : 13

Abstract : The addition of hydride from octahydrotriborate ion to 1-substituted-2,4,6-trinitrobenzenes affords a stable C3-hydride Meisenheimer adduct. Concurrent with this addition reaction, is hydride displacement of the C1-substituent to form 1,3,5-trinitrobenzene. Under the reaction conditions, 1,3,5-trinitrobenzene is reduced to a mono-hydride Meisenheimer adduct. Hydride displacement at Cl is favored by substituents which can coordinate with the developing B3H7 moiety in the transition state. (Author)

Descriptors :   (*NITROBENZENES, *COMPLEX COMPOUNDS), (*BORATES, COMPLEX COMPOUNDS), REDUCTION(CHEMISTRY), IONS, NUCLEAR MAGNETIC RESONANCE

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE