112158-32-4

Basic information

• Product Name: Benzene, 1-isocyano-2-(1-methylethenyl)-
• CAS NO: 112158-32-4
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Mol File: 112158-32-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-isocyano-2-(1-methylethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-isocyano-2-(1-methylethenyl)-(112158-32-4)
• EPA Substance Registry System: Benzene, 1-isocyano-2-(1-methylethenyl)-(112158-32-4)

Safety Data

• Hazardous Substances Data: 112158-32-4(Hazardous Substances Data)

Upstream product

• 60249-97-0 1-(1-methylethenyl)-2-nitrobenzene 
• 552-89-6 2-nitro-benzaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 521270-78-0 1-(2-isocyanophenyl)ethan-1-one 
• 551-93-9 2-aminoacetophenone 
• 52562-19-3 2-isopropenylaniline 
• 40073-96-9 N-[2-(1-methylethenyl)phenyl]formamide 

Downstream Products

• 4789-76-8 4-methyl-2-phenylquinoline 
• 7654-51-5 2,2′-biquinoline-4,4′-dicarboxylic acid 
• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 

Relevant articles and documents

Mn(III)-Mediated Regioselective 6-endo-trig Radical Cyclization of o-Vinylaryl Isocyanides to Access 2-Functionalized Quinolines

A Mn(III)-mediated radical cyclization reaction of o-vinylaryl isocyanides and arylboronic acids or diphenylphosphine oxides to access various 2-functionalized quinolines under mild conditions was developed. With the introduction of radical stabilizing substituents (e. g. aryl and methyl group) on vinyl group, this reaction provides a regiospecific 6-endo-trig radical cyclization of o-vinylaryl isocyanides, giving a number of structurally unique and biologically potential 2-functionalized quinoline derivatives.

An Efficient Synthesis of 2,4-Disubstituted Quinolines by Electrophile-Mediated Cyclization Reactions of 2-Isocyanostyrene Derivatives

A novel quinoline synthesis starting with 2-isocyanostyrene derivatives is described. The treatment of 2-isocyanostyrene derivatives with aldehydes (or acetone) in the presence of a catalytic amount of diethyl ether-boron trifluoride afforded quinoline derivatives carrying a 1-hydroxyalkyl substituent at the 2-position. The use of acetaldehyde diethyl acetal or phenyloxirane as an electrophile under the same conditions gave the corresponding quinoline derivatives, carrying the 1-ethoxyethyl or 2-hydroxy-2-phenylethyl substituent at the 2-position, respectively. 2-Isocyanostyrene derivatives reacted with N,N-dimethyliminium salts without any catalyst to give 2-(1-dimethylaminoalkyl)quinolines.

The formation of quinolin-2(1H)-ones via electrocyclic reaction of o-isocyanatostyrenes generated in situ from o-isocyanostyrenes

A convenient one-pot preparation of 4-substituted or 3,4-disubstituted quinolin-2(1H)-ones from 2-isocyanostyrene derivatives, which involves mCPBA oxidation to the corresponding isocyanate intermediates followed by electrocyclization, is described.