STABLE HYDRIDE MEISENHEIMER ADDUCTS,
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)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 15, 1970
- Accession Number
- AD0711604
Entities
People
- Allen R. Siedle
- Lloyd A. Kaplan
Organizations
- Naval Ordnance Laboratory