6269-09-6

Basic information

• Product Name: Benzeneacetonitrile,4-chloro-a-(phenylmethylene)-, (aZ)-
• Synonyms: Benzeneacetonitrile,4-chloro-a-(phenylmethylene)-, (Z)-; (Z)-4-Chloro-a-cyanostilbene; NSC 32897
• CAS NO: 6269-09-6
• Molecular Formula: C₁₅H₁₀ClN
• Molecular Weight: 239.6996
• Mol File: 6269-09-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 369°Cat760mmHg
• Flash Point: 150.7°C
• Density: 1.211g/cm³
• CAS DataBase Reference: Benzeneacetonitrile,4-chloro-a-(phenylmethylene)-, (aZ)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile,4-chloro-a-(phenylmethylene)-, (aZ)-(6269-09-6)
• EPA Substance Registry System: Benzeneacetonitrile,4-chloro-a-(phenylmethylene)-, (aZ)-(6269-09-6)

Safety Data

• Hazardous Substances Data: 6269-09-6(Hazardous Substances Data)

Upstream product

• 141-52-6 sodium ethanolate 
• 100-52-7 benzaldehyde 
• 140-53-4 p-chlorobenzyl cyanide 
• 108-88-3 toluene 
• 4086-15-1 3-phenyl-1-(1H-pyrrol-2-yl)-2-propen-1-one 
• 100-51-6 benzyl alcohol 
• 100-53-8 phenylmethanethiol 
• 24840-05-9 (Z)-cinnamonitrile 
• 106-47-8 4-chloro-aniline 
• 16610-81-4 2-(4-chloro-phenyl)-3t-phenyl-acrylonitrile 
• 1529-41-5 3-chloro-benzeneacetonitrile 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Downstream Products

• 55902-55-1 2-(4-Chloro-phenyl)-2,3-dinitro-3-phenyl-propionitrile 
• 82234-92-2 3-cyano-3-(4-chlorophenyl)-2,4,5-triphenylpyrrolidine 
• 5681-31-2 2-(4-chlorophenyl)-3-phenylpropanenitrile 
• 7497-44-1 2-(4-chlorophenyl)-3-phenylsuccinonitrile 
• 1398056-84-2 3-(4-chlorophenyl)-4-phenyl-1H-pyrrole 
• 1376190-83-8 ethyl 4-(4-chlorophenyl)-3-phenyl-1H-pyrrole-2-carboxylate 
• 1376190-88-3 (S)-ethyl 4-(4-chlorophenyl)-1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl]-3-phenyl-1H-pyrrole-2-carboxylate 
• 1376191-93-3 (S)-4-(4-chlorophenyl)-1-(3,4-dihydroxybutyl)-N-[3-(4-methylpiperazin-1-yl)propyl]-3-phenyl-1H-pyrrole-2-carboxamide 
• 6332-83-8 2-(4-chlorophenyl)-1-phenylethanone 
• 10465-70-0 (2E)-2-(4-chlorophenyl)-3-phenylprop-2-enoic acid 
• 16610-81-4 2-(4-chloro-phenyl)-3t-phenyl-acrylonitrile 

Relevant articles and documents

Pd(II)-Catalyzed CC Bond Cleavage by a Formal Group-Exchange Reaction

A chelation-assisted palladium-catalyzed CC bond cleavage of α, β-unsaturated ketone to form alkenyl nitrile in the presence of nitrile is disclosed on the basis of a formal group-exchange reaction formulated as C1C2 + C3 → C1C3 + C2, differing from normal alkene oxidative cleavage and metathesis type. The isolated key active Pd(II) complex as well as deuterium-labeled experiment revealed the necessity of the chelation group, and a plausible catalytic pathway was proposed.

Direct C–S Bond Functionalization of Benzyl Mercaptan

Cleavage of a C–S bond of benzyl mercaptan led to formation of a new C–C bond during (Z)-selective alkenylation of nitriles using 1,10-phenanthroline as organocatalyst and tBuOK as a base. Furthermore, we have shown that the cascaded functionalization of benzylic C–S and aryl–halide bonds could be done in one pot. 1H NMR study and kinetic experiments also helped to establish the mechanism of the reaction.

Highly active g-C3N4 as a solid base catalyst for knoevenagel condensation reaction under phase transfer conditions

In a promising approach, heterogeneous g-C3N4 as a solid base catalyst exhibits appreciable activity in Knoevenagel condensations at room temperature for the synthesis of substituted stilbene in presence of a crown-ether phase transfer catalyst. High yield of the product substituted stilbene were isolated in a very short reaction time period (～30 min). The solid base g-C3N4 catalyst was proven to be recyclable for several runs. Various aromatic substrates were screened using heterogeneous base g-C3N4 catalyst, exhibiting appreciable corresponding product yield (～99%) at room temperature.