81640-21-3

Basic information

• Product Name: 2-Benzoyloxy-2-azabicyclo<2.2.1>hept-5-en
• Synonyms: 2-Benzoyloxy-2-azabicyclo<2.2.1>hept-5-en
• CAS NO: 81640-21-3
• Molecular Weight: 215.252
• Mol File: 81640-21-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Benzoyloxy-2-azabicyclo<2.2.1>hept-5-en(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzoyloxy-2-azabicyclo<2.2.1>hept-5-en(81640-21-3)
• EPA Substance Registry System: 2-Benzoyloxy-2-azabicyclo<2.2.1>hept-5-en(81640-21-3)

Safety Data

• Hazardous Substances Data: 81640-21-3(Hazardous Substances Data)

Upstream product

• 81640-22-4 N-hydroxy-2-azabicyclo<2.2.1>hept-5-ene 
• 98-88-4 benzoyl chloride 
• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 542-92-7 cyclopenta-1,3-diene 
• 6671-85-8 2-azabicyclo[2.2.1]hept-5-ene 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 81640-22-4 N-hydroxy-2-azabicyclo<2.2.1>hept-5-ene 
• 81640-22-4 2-Azabicyclo<2.2.1>hept-5-en-2-exo-ol 
• 81640-22-4 2-Azabicyclo<2.2.1>hept-5-en-2-endo-ol 
• 81640-28-0 N-Hydroxy-N-(2-methoxy-cyclopent-3-enylmethyl)-4-methyl-benzenesulfonamide 
• 81640-27-9 N-Hydroxy-N-(4-methoxy-cyclopent-2-enylmethyl)-4-methyl-benzenesulfonamide 
• 81640-25-7 3-(4-Methylphenylsulfonyl)-2-oxa-3-azabicyclo<3.2.1>oct-6-en 
• 81640-24-6 3-(4-Methylphenylsulfonyl)-2-oxa-3-azabicyclo<3.3.0>oct-7-en 
• 81640-26-8 3-Benzoyl-2-oxa-3-azabicyclo<3.3.0>oct-7-en 

Relevant articles and documents

Nitrenium and Carbenium Ions in Rearrangements of 2-Azabicyclic Systems

An ionic mechanism proceeding in intimate ion pairs is suggested for the rearrangement of N-sulfonyloxy derivatives of 2-azabicycloheptane and -hept-5-ene (e. g. 9, 11 -> 10, 12). 1.Experiments with 18O labelled educts show partial scrambling dependend both on structure of educt and solvent. 2.In methanol the intermediate carbenium ions (19, 23) react to give methoxy compounds. 3.MINDO/3-calculations are in agreement with the experiments: a) In the saturated systems the nitrenium ion 20 is a stable intermediate. b) The optimized geometries of the rearranged carbenium ions (21, 23) are consistent with the products obtained in methanol.

SAUERSTOFF-INSERTION BEI DER UMLAGERUNG VON 2-AZA-BICYCLOHEPT-2-EN-DERIVATEN

N-Acyclation of N-hydroxy-2-azabicyclohept-2-ene causes rearrangement to oxa-aza-bicycles (7, 8) by insertion of the hydroxalamine oxygen into the heterocyclic system.The mechanism is elucidated.