50709-88-1

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-2-(PHENYLSULFONYL)ACRYLONITRILE
• Synonyms: 3-(4-CHLOROPHENYL)-2-(PHENYLSULFONYL)ACRYLONITRILE
• CAS NO: 50709-88-1
• Molecular Formula: C₁₅H₁₀ClNO₂S
• Molecular Weight: 303.76
• Mol File: 50709-88-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 152-154°C
• Boiling Point: 518.6°C at 760 mmHg
• Flash Point: 267.5°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 7.35E-11mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-2-(PHENYLSULFONYL)ACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-2-(PHENYLSULFONYL)ACRYLONITRILE(50709-88-1)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-2-(PHENYLSULFONYL)ACRYLONITRILE(50709-88-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 50709-88-1(Hazardous Substances Data)

Usage

General Description

3-(4-chlorophenyl)-2-(phenylsulfonyl)acrylonitrile, also known as CPAC, is a chemical compound that belongs to the acrylonitrile class. It is a white solid with a molecular formula of C19H12ClNO2S and a molecular weight of 349.82 g/mol. CPAC is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, as well as in the production of dyes and pigments. It is also known for its potential as a building block for the development of new materials and organic compounds. Additionally, CPAC has been studied for its potential applications in the field of medicinal chemistry, particularly for its anticancer and anti-inflammatory properties. However, further research is necessary to fully understand and exploit the potential uses of this compound.

InChI:InChI=1/C15H10ClNO2S/c16-13-8-6-12(7-9-13)10-15(11-17)20(18,19)14-4-2-1-3-5-14/h1-10H/b15-10+

Upstream product

• 873-55-2 sodium benzenesulfonate 
• 104-88-1 4-chlorobenzaldehyde 
• 107-14-2 chloroacetonitrile 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 

Downstream Products

• 1563174-85-5 4-(4-chlorophenyl)-3-tosyl-1H-pyrazole-5-carbonitrile 
• 1426536-99-3 (+)-ethyl 2-(2R-cyano-4S-nitro-3R-(4-chlorophenyl)-2R-(phenylsulfonyl)-1S-cyclohexyl)acetate 
• 1426537-09-8 ethyl 2-(2R-cyano-4S-nitro-3R-(4-chlorophenyl)-2R-(phenylsulfonyl)-1R-cyclohexyl)acetate 
• 507265-90-9 2-(4-chloro-phenyl)-4-imino-9,10-dimethoxy-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonitrile 
• 32327-71-2 3-(4-chlorophenyl)propanenitrile 
• 28446-72-2 (2E)-3-(4-chlorophenyl)acrylonitrile 

Relevant articles and documents

Organocatalytic Cascade Knoevenagel–Michael Addition Reactions: Direct Synthesis of Polysubstituted 2-Amino-4H-Chromene Derivatives

Abstract: In this report, we documented novel strategy for the synthesis of bioactive polysubstituted 2-amino-4H-chromine derivatives under a heterogeneous Al-MCM-41-LDH@APTES (ALAM) catalysis. A synthetic procedure is developed to prepare Al-MCM-41-LDH@APTES (ALAM) heterogeneous basic catalysts. Mesoporous Al-MCM-41 is functionalized by known grafting chemistry via layered double hydroxide (LDH) nanosheets and (3-aminopropyl)triethoxysilane (APTES) moiety as a basic organocatalyst. The resulting catalysts contain amino group functionality on the external surface as well as inside the layers and the basicity can be tuned by the loading of APTES. The samples were fully characterized by 29Si and 13C CP/MAS NMR, infrared absorption spectroscopy, TEM, XPS, EDX, TGA, XRD, CO2-TPD, N2 adsorption isotherms measurements, and they were successfully examined for the cascade type Knoevenagel–Michael addition reactions. The product yields associated with these substrates were optimized, and key reaction parameters affecting the yields were identified. The present catalytic method is simple and robust for diversity oriented synthesis which proceeds good to excellent yields without generating any hazards waste. The broad substrate scope, excellent functional group compatibility makes this protocol highly useful towards synthesis of polysubstituted α-cyanoacrylates, α-cyanoacrylonitriles and 2-amino-4H-chromenes with an electron-donating or electron-withdrawing group. We have also successfully established a flow reaction system, gram-scale synthesis as well as catalyst recyclability up to six catalytic cycles without appreciable loss of its activity. Graphic Abstract: [Figure not available: see fulltext.].

Green approach to synthesis of novel and broad-range diversity of 4-(aryl)-3-(phenylsulfonyl)-4H-benzo[h]chromen-2-amine derivatives

Abstract: One-pot, three-component condensation reaction between (phenylsulfonyl)acetonitrile, aromatic aldehydes, and α-naphthol for preparation of 4-(aryl)-3-(phenylsulfonyl)-4H-benzo[h]chromen-2-amine derivatives has been reported. The method involves

One-step synthesis of α,β-unsaturated arylsulfones by a novel multicomponent reaction of aromatic aldehydes, chloroacetonitrile, benzenesulfinic acid sodium salt

A new and green method for the synthesis of α,β-unsaturated arylsulfones had been achieved through the condensation of aromatic aldehydes, chloroacetonitrile, benzenesulfinic acid sodium salt in the presence of 1-butyl-3-methyl imidazolium hydroxide ([bmim]OH) in EtOH under reflux. The ionic liquid was recovered and recycled for subsequent reactions. The advantages of this protocol were non-toxic, easy work-up and good yields.