1140-33-6

Basic information

• Product Name: Benzene, 1-chloro-4-(diazophenylmethyl)-
• CAS NO: 1140-33-6
• Molecular Formula: C13H9ClN2
• Molecular Weight: 228.681
• Mol File: 1140-33-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, 1-chloro-4-(diazophenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-(diazophenylmethyl)-(1140-33-6)
• EPA Substance Registry System: Benzene, 1-chloro-4-(diazophenylmethyl)-(1140-33-6)

Safety Data

• Hazardous Substances Data: 1140-33-6(Hazardous Substances Data)

Upstream product

• 134-85-0 4-chlorobenzophenone 
• 55816-27-8 4-chlorobenzophenone hydrazone 

Downstream Products

• 7364-23-0 1-chloro-4-(methoxy(phenyl)methyl)benzene 
• 134-85-0 4-chlorobenzophenone 
• 1010720-50-9 1-chloro-4-(2,2-difluoro-1-phenylvinyl)benzene 
• 106864-85-1 methyl (4-chlorophenyl)phenylmethanesulfinate 
• 106937-46-6 1-(4-Chlorphenyl)-1,10b-dihydro-1-phenylpyrrolo<2,1-a>phthalazin-2,3-dicarbonsaeure-dimethylester 
• 106937-50-2 1-(4-Chlorphenyl)-1,10b-dihydro-1-phenylpyrrolo<2,1-a>isochinolin-2,3-dicarbonsaeure-dimethylester 
• 113035-50-0 3-(4-Chlorphenyl)-3-phenyl-1-cyclopropen-1,2-dicarbonsaeure-dimethylester 

Relevant articles and documents

Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates

A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.

Enantioselective Diarylcarbene Insertion into Si-H Bonds Induced by Electronic Properties of the Carbenes

Catalytic enantioselection usually depends on differences in steric interactions between prochiral substrates and a chiral catalyst. We have discovered a carbene Si-H insertion in which the enantioselectivity depends primarily on the electronic characteristics of the carbene substrate, and the log(er) values are linearly related to Hammett parameters. A new class of chiral tetraphosphate dirhodium catalysts was developed; it shows excellent activity and enantioselectivity for the insertion of diarylcarbenes into the Si-H bond of silanes. Computational and mechanistic studies show how the electronic differences between the two aryls of the carbene lead to differences in energies of the diastereomeric transition states. This study provides a new strategy for asymmetric catalysis exploiting the electronic properties of the substrates.

Trifluoromethylation and Monofluoroalkenylation of Alkenes through Radical–Radical Cross-Coupling

The first visible-light-induced trifluoromethylation and monofluoroalkenylation of simple alkenes via a challenging radical–radical cross-coupling step was achieved. This method provided a mild, step-economical and redox-neutral route to privileged two different fluorinated difunctionalized allyl compounds. The utility of this method is illustrated by late-stage modification of medically important molecules.