120789-33-5

Basic information

• Product Name: 9-(phenylamino)-9-borabicyclo{3.3.1}nonane
• Synonyms: 9-(phenylamino)-9-borabicyclo{3.3.1}nonane
• CAS NO: 120789-33-5
• Molecular Weight: 213.13
• Mol File: 120789-33-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 9-(phenylamino)-9-borabicyclo{3.3.1}nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(phenylamino)-9-borabicyclo{3.3.1}nonane(120789-33-5)
• EPA Substance Registry System: 9-(phenylamino)-9-borabicyclo{3.3.1}nonane(120789-33-5)

Safety Data

• Hazardous Substances Data: 120789-33-5(Hazardous Substances Data)

Upstream product

• 21205-91-4 9-borabicyclo[3.3.1]nonane dimer 
• 62-53-3 aniline 
• 280-64-8 9-bora-bicyclo[3.3.1]nonane 
• 120789-32-4 bis(1,5-cyclooctanediylboryl)diselenide 
• 116951-81-6 bis(1,5-cyclooctanediylboryl)monoselenide 
• 3768-55-6 N-trimethylsilylaniline 

Relevant articles and documents

Reaction of 9-borabicyclo[3.3.1]nonane with N-trimethylsilylamines - Cleavage of the N-Si or N-H bond

The reaction of dimeric 9-borabicyclo[3.3.1]nonane 1 with N-trimethylsilyl-aniline 2 affords 9-anilino-9-borabicyclo[3.3.1]nonane 5 by elimination of trimethylsilane. In contrast, 1 reacts with the N-trimethylsilyl-2-aminopyridines 3 and 4 selectively by

Mesoionic N-heterocyclic olefin catalysed reductive functionalization of CO2for consecutiveN-methylation of amines

A mesoionic N-heterocyclic olefin (mNHO) was introduced as a metal-free catalyst for the reductive functionalization of CO2leading to consecutive doubleN-methylation of primary amines in the presence of 9-borabicyclo[3.3.1]nonane (9-BBN). A wide range of secondary amines and primary amines were successfully methylated under mild conditions. The catalyst sustained over six successive cycles ofN-methylation of secondary amines without compromising its activity, which encouraged us to check its efficacy towards doubleN-methylation of primary amines. Moreover, this method was utilized for the synthesis of two commercially available drug molecules. A detailed mechanistic cycle was proposed by performing a series of control reactions along with the successful characterisation of active catalytic intermediates either by single-crystal X-ray study or by NMR spectroscopic studies in association with DFT calculations.

Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN)

Contrary to recent reports, the dehydrocoupling of pinacol borane and 9-borabicyclononane with a variety of amines, alcohols and thiols can be achieved under mild conditions without catalyst. This process involves the formation of Lewis acid-base adducts