4856-92-2

Basic information

• Product Name: benzylamine BH₃ adduct
• Synonyms: benzylamine BH₃ adduct
• CAS NO: 4856-92-2
• Molecular Weight: 120.99
• Mol File: 4856-92-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: benzylamine BH₃ adduct(CAS DataBase Reference)
• NIST Chemistry Reference: benzylamine BH₃ adduct(4856-92-2)
• EPA Substance Registry System: benzylamine BH₃ adduct(4856-92-2)

Safety Data

• Hazardous Substances Data: 4856-92-2(Hazardous Substances Data)

Upstream product

• 16940-66-2 sodium tetrahydroborate 
• 109-63-7 trifluoroborane diethyl ether 
• 100-46-9 benzylamine 
• 14044-65-6 borane-THF 
• 100-47-0 benzonitrile 
• 3287-99-8 benzylamine hydrochloride 

Downstream Products

• 11113-50-1 boric acid 
• 55124-36-2 dibenzylamine borane 
• 854204-41-4 N,N-propylbenzylamine borane 
• 854204-51-6 N,N,N-dipropylbenzylamine borane 
• 5436-83-9 N-benzyl-4-methylbenzamide 
• 6320-63-4 isonicotinic acid benzylamide 
• 6343-54-0 N-benzylformamide 
• 7387-69-1 N-benzyl-2,2,2-trifluoroacetamide 
• 588-46-5 N-(phenylmethyl)acetamide 
• 26209-45-0 N-benzyl-2,2-dimethylpropanamide 
• 6283-98-3 N-benzylhexanamide 
• 35665-26-0 N-benzylcyclohexanecarboxamide 
• 1485-70-7 N-benzylbenzamide 
• 1452577-11-5 C₁₄H₂₄B₃N₂^(1-)*Na⁽¹⁺⁾ 

Relevant articles and documents

AMINE-BORANES AS BIFUNCTIONAL REAGENTS FOR DIRECT AMIDATION OF CARBOXYLIC ACIDS

The present invention generally relates to a process for selective and direct activation and subsequent amidation of aliphatic and aromatic carboxylic acids to afford an amide R3CONR1R2. That the process is capable of delivering gaseous or low-boiling point amines provides a major advantage over existing methodologies, which involves an intermediate of triacyloxyborane-amine complex [(R3CO2)3—B—NHR1R2]. This procedure readily produces primary, secondary, and tertiary amides, and is compatible with the chirality of the acid and amine involved. The preparation of known pharmaceutical molecules and intermediates has also been demonstrated.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Amine-boranes bearing borane-incompatible functionalities: Application to selective amine protection and surface functionalization

The first general open-flask synthesis of amine-boranes with inexpensive and readily available reagents, such as sodium borohydride, sodium bicarbonate, water, and the desired amines is described. Even amines bearing borane-reactive functionalities, such as alkene, alkyne, hydroxyl, thiol, ester, amide, nitrile, and nitro are well tolerated. Some of these novel amine-boranes represent stable molecules containing potentially incompatible electrophilic and nucleophilic centers in proximity. This convenient scalable synthesis provides a novel class of organic ligands for surface functionalization, as demonstrated by the formation of self-assembled layers of thiol- and alkoxysilane-bearing amine-boranes on gold and silica surfaces, respectively.