19956-03-7

Basic information

• Product Name: Benzonitrile, 4-(1-methylethenyl)-
• CAS NO: 19956-03-7
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Mol File: 19956-03-7.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-(1-methylethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(1-methylethenyl)-(19956-03-7)
• EPA Substance Registry System: Benzonitrile, 4-(1-methylethenyl)-(19956-03-7)

Safety Data

• Hazardous Substances Data: 19956-03-7(Hazardous Substances Data)

Upstream product

• 72206-85-0 p-cyano-α-chlorocumene 
• 28735-55-9 lithium 1-nitroethan-1-ide 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 19493-09-5 Methylenetriphenylphosphorane 
• 75-16-1 methylmagnesium bromide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 13291-18-4 isopropenylmagnesium bromide 
• 623-03-0 4-Cyanochlorobenzene 
• 108-22-5 Isopropenyl acetate 
• 74-85-1 ethene 
• 874-86-2 4-cyanobenzyl chloride 
• 77802-22-3 4-(2-hydroxypropan-2-yl)benzenecarbonitrile 
• 13816-33-6 p-Cyanocumen 

Downstream Products

• 71983-30-7 1,2-Bis-(dimethylamino)-2-(p-cyanophenyl)-propan 
• 95627-96-6 1-isopropenyl-4-(2-amino-2-propyl)benzene 
• 77802-22-3 4-(2-hydroxypropan-2-yl)benzenecarbonitrile 
• 54978-50-6 4-cyanophenyl(4-flourophenyl)methanone 

Relevant articles and documents

Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon

Hydroaminocarbonylation of alkenes is one of the most promising yet challenging methods for the synthesis of amides. Herein, we reported the development of a novel and effective Pd-catalyzed Markovnikov hydroaminocarbonylation of 1,1-disubstituted or 1,1,2-trisubstituted alkenes with aniline hydrochloride salts to afford amides bearing an α quaternary carbon. The reaction makes use of readily available starting materials, tolerates a wide range of functional groups, and provides a facile and straightforward approach to a diverse array of amides bearing an α quaternary carbon. Mechanistic investigations suggested that the reaction proceeded through a palladium hydride pathway. The hydropalladation and CO insertion are reversible, and the aminolysis is probably the rate-limiting step.

Additions of Aldehyde-Derived Radicals and Nucleophilic N-Alkylindoles to Styrenes by Photoredox Catalysis

The consecutive addition of acyl radicals and N-alkylindole nucleophiles to styrenes was established, as well as some additional radical-nucleophile combinations. Both aryl and aliphatic aldehydes give reasonable yields. The reaction proceeds best for α-substituted styrenes, effectively creating a quaternary all-carbon center. Some iridium-based photoredox systems are catalytically active; furthermore, a base is needed in this transformation. Radicals are formed by reductive perester cleavage and hydrogen atom transfer.

Regioselective Diboron-Mediated Semireduction of Terminal Allenes

A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.