857402-61-0

Basic information

• Product Name: N-(pinacolboryl)aniline
• Synonyms: N-(pinacolboryl)aniline
• CAS NO: 857402-61-0
• Molecular Weight: 219.091
• Mol File: 857402-61-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: N-(pinacolboryl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(pinacolboryl)aniline(857402-61-0)
• EPA Substance Registry System: N-(pinacolboryl)aniline(857402-61-0)

Safety Data

• Hazardous Substances Data: 857402-61-0(Hazardous Substances Data)

Upstream product

• 24952-49-6 triethyl-phenylimino-phosphorane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 1231760-55-6 [Rh{B(pinacolato)₂}(PEt₃)₃] 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 538-51-2 benzylidene phenylamine 
• 6052-11-5 N-ethylideneaniline 
• 93-98-1 N-phenyl benzoyl amide 
• 6833-15-4 4-chlorobenzanilide 
• 7055-03-0 2-methyl-N-phenylbenzamide 
• 103-84-4 Acetanilid 
• 1129-50-6 N-phenylbutyramide 
• 3460-11-5 4-nitrobenzanilide 
• 142-04-1 aniline hydrochloride 
• 27768-46-3 N-(pyridin-4-ylmethylene)aniline 
• 405284-12-0 2,6-difluorobenzylidenebenzenamine 
• 5676-81-3 4-fluorobenzalaniline 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 836-41-9 p-methoxybenzylidene-phenylamine 

Relevant articles and documents

Oxidative Addition of Water, Alcohols, and Amines in Palladium Catalysis

The homolytic cleavage of O?H and N?H or weak C?H bonds is a key elementary step in redox catalysis, but is thought to be unfeasible for palladium. In stark contrast, reported here is the room temperature and reversible oxidative addition of water, isopropanol, hexafluoroisopropanol, phenol, and aniline to a palladium(0) complex with a cyclic (alkyl)(amino)carbene (CAAC) and a labile pyridino ligand, as is also the case in popular N-heterocyclic carbene (NHC) palladium(II) precatalysts. The oxidative addition of protic solvents or adventitious water switches the chemoselectivity in catalysis with alkynes through activation of the terminal C?H bond. Most salient, the homolytic activation of alcohols and amines allows atom-efficient, additive-free cross-coupling and transfer hydrogenation under mild reaction conditions with usually unreactive, yet desirable reagents, including esters and bis(pinacolato)diboron.

Deoxygenation of Nitrous Oxide and Nitro Compounds Using Bis(N-Heterocyclic Silylene)Amido Iron Complexes as Catalysts

Herein, we report the efficient degradation of N2O with a well-defined bis(silylene)amido iron complex as catalyst. The deoxygenation of N2O using the iron silanone complex 4 as a catalyst and pinacolborane (HBpin) as a sacrificial reagent proceeds smoothly at 50 °C to form N2, H2, and (pinB)2O. Mechanistic studies suggest that the iron–silicon cooperativity is the key to this catalytic transformation, which involves N2O activation, H atom transfer, H2 release and oxygenation of the boron sites. This approach has been further developed to enable catalytic reductions of nitro compounds, producing amino-boranes with good functional-group tolerance and excellent chemoselectivity.

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