40394-87-4

Basic information

• Product Name: 4-(4-CHLOROPHENYL)-4-OXOBUTANENITRILE
• Synonyms: 4-(4-CHLOROPHENYL)-4-OXOBUTANENITRILE;4-(4-CHLOROPHENYL)-4-OXOBUTYRONITRILE;SALOR-INT L481963-1EA
• CAS NO: 40394-87-4
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• Mol File: 40394-87-4.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 375.7°C at 760 mmHg
• Flash Point: 181°C
• Appearance: /
• Density: 1.215g/cm³
• Vapor Pressure: 7.64E-06mmHg at 25°C
• Refractive Index: 1.544
• CAS DataBase Reference: 4-(4-CHLOROPHENYL)-4-OXOBUTANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CHLOROPHENYL)-4-OXOBUTANENITRILE(40394-87-4)
• EPA Substance Registry System: 4-(4-CHLOROPHENYL)-4-OXOBUTANENITRILE(40394-87-4)

Safety Data

• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 40394-87-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8ClNO/c11-9-5-3-8(4-6-9)10(13)2-1-7-12/h3-6H,1-2H2

Upstream product

• 174869-03-5 α-(2-cyanoethyl)-4,4'-dichlorobenzoin 
• 2138-38-7 1-(4-chlorophenyl)-3-dimethylamino-1-propanone 
• 7732-18-5 water 
• 151-50-8 potassium cyanide 
• 122-01-0 4-chloro-benzoyl chloride 
• 107-13-1 acrylonitrile 
• 63261-19-8 Bis-<β-(p-chlorbenzoyl)-ethyl>-sulfon 
• 104-88-1 4-chlorobenzaldehyde 
• 99-91-2 para-chloroacetophenone 
• 22479-32-9 1-(4-chlorophenyl)vinyl acetate 
• 75-05-8 acetonitrile 
• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 74032-43-2 S-(2-pyridinyl) 4-chlorobenzenecarbothioate 
• 16031-54-2 1-(4-chlorophenyl)cyclopropan-1-ol 

Downstream Products

• 1456628-17-3 (R)-4-(4-chlorophenyl)-4-hydroxybutanenitrile 
• 1456628-18-4 (S)-4-(4-chlorophenyl)-4-hydroxybutanenitrile 
• 77147-93-4 3-(4-Chloro-benzoyl)-4,4-bis-methylsulfanyl-but-3-enenitrile 
• 3984-34-7 4-(4-chlorophenyl)-4-oxobutanoic acid 
• 22217-78-3 5-(4-chlorophenyl)-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

Chemoselective Access to γ-Ketoesters with Stereogenic Quaternary α-Center or γ-Keto Nitriles by Aerobic Reaction of α-Cyanoesters and Styrenes

Chemoselective access to either γ-ketoesters with a quaternary all-carbon α-stereogenic center or γ-keto nitriles is described by copper-catalyzed aerobic reaction of styrenes with α-cyanoesters. Formal oxo-enolation or oxo-cyanomethylation of styrenes is achieved via a sequence of addition of enolate (or cyanomethyl) radical to olefin and oxidation of the resulting radical adduct. This method starts from abundant and cheap feedstock under aerobic conditions, without any prefunctionalization or the production of stoichiometric metal salts waste, making it very attractive for practical use.

Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles

The first example of the Pd-catalyzed addition of organoboron reagents to dinitriles, as an efficient means of preparing 2,5-diarylpyrroles and 2,6-diarylpyridines, has been discussed here. Furthermore, the highly selective carbopalladation of dinitriles with organoboron reagents to give long-chain ketonitriles has been developed as well. Based on the broad scope of substrates, excellent functional group tolerance, and use of commercially available substrates, the Pd-catalyzed addition reaction of arylboronic acid and dinitriles is expected to be significant in future synthetic procedures.

A Novel Ketonitrile Synthesis by Palladium-Catalyzed Carbonylative Coupling Reactions of Amides with Arylboronic Acids

A novel, efficient, and simple procedure to synthesize diverse ketonitriles by palladium-catalyzed Suzuki coupling of amides through N–C cleavage has been developed. This procedure features mild conditions, a broad substrate scope, and easily prepared substrates, providing a simple and efficient access to a variety of ketonitriles.