17849-62-6

Basic information

• Product Name: 2-CHLORO-3-PHENYLPROPIONITRILE
• Synonyms: 2-Chloro-3-phenylpropanenitrile;Benzenepropanenitrile, α-chloro-
• CAS NO: 17849-62-6
• Molecular Formula: C₉H₈ClN
• Molecular Weight: 165.62
• Mol File: 17849-62-6.mol

Chemical Properties

• Boiling Point: 284.1°C at 760 mmHg
• Flash Point: 123°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.00305mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 2-CHLORO-3-PHENYLPROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-PHENYLPROPIONITRILE(17849-62-6)
• EPA Substance Registry System: 2-CHLORO-3-PHENYLPROPIONITRILE(17849-62-6)

Safety Data

• Hazardous Substances Data: 17849-62-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3-phenylpropionitrile is utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-3-phenylpropionitrile serves as an intermediate for the production of pesticides and other agrochemicals. Its reactivity and functional groups make it suitable for the creation of compounds that can effectively address agricultural challenges.
Used in Specialty Chemicals Production:
2-Chloro-3-phenylpropionitrile is also employed in the synthesis of specialty chemicals, which are tailored for specific applications across various industries. Its versatility and reactivity make it a valuable precursor in the development of these specialized compounds.

InChI:InChI=1/C9H8ClN/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9H,6H2/t9-/m1/s1

Upstream product

• 7446-70-0 aluminium trichloride 
• 107-13-1 acrylonitrile 
• 108-90-7 chlorobenzene 
• 127-09-3 sodium acetate 
• 100-34-5 benzene diazonium chloride 
• 67-64-1 acetone 
• 93554-96-2 α-<(trimethylsilyl)oxy>benzenepropanenitrile 
• 122-78-1 phenylacetaldehyde 
• 62-53-3 aniline 
• 50353-47-4 phenyl acetaldehyde cyanohydrin 

Downstream Products

• 65791-95-9 2-Nitro-2-cyano-1-phenyl-ethan 
• 65792-02-1 2-(1-Cyano-2-phenyl-ethylsulfanyl)-3-phenyl-propionitrile 
• 1885-38-7 cinnamic nitrile 
• 24840-05-9 (Z)-cinnamonitrile 
• 23052-05-3 N-phenyl-DL-phenylalanine 
• 501-52-0 3-Phenylpropionic acid 
• 18166-56-8 α-chloro-β-phenylpropionamide 
• 7474-06-8 2-chloro-3-phenylpropionic acid 
• 7497-19-0 (S)-2-chloro-3-phenyl-propionic acid ethyl ester 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 

Relevant articles and documents

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles

A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α-disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines. The reaction proceeds under mild conditions at room temperature and precludes the need to pregenerate organometallic nucleophiles.

Arylation of olefins

An olefin, especially an activated olefin, is arylated by reaction with an arylamine, such as an aniline, in an inert polar organic solvent and in the presence of an alkyl nitrite, a hydrogen halide, and a catalytic amount of a copper catalyst having the copper in an oxidation state below +2.

Process for producing a halogen-containing ethylbenzene derivative

A process for producing a halogen-containing ethylbenzene derivative represented by the general formula: STR1 where X is a halogen atom, and W is a nitrile group, a carboxyl group, a lower alkoxycarbonyl group or an amidocarbonyl group, which comprises diazotizing aniline with a nitrite in a solution mixture comprising a hydrophilic organic solvent, an aqueous mineral acid solution and a vinyl compound represented by the general formula: where W is as defined above, to form a benzenediazonium salt, and reacting the benzenediazonium salt, without isolating it from the reaction system, with said vinyl compound in the presence of halogen ions and a copper compound as a catalyst.

Process for producing a halogen-containing ethylbenzene derivative

A process for producing a halogen-containing ethylbenzene derivative represented by the general formula: STR1 where X is a halogen atom, and Y is a nitrile group, a carboxyl group, a lower alkoxycarbonyl group or an amidocarbonyl group, which comprises reacting a vinyl compound represented by the general formula: where Y is as defined above, with a benzenediazonium salt and halogen ions in a solvent mixture comprising a lower alcohol and/or an ether, and water, under an acidic condition with a mineral acid, in the presence of a monovalent copper compound as a catalyst.

Direct Conversion of Arylamines to the Halides by Deamination with Thionitrite or Related Compounds and Anhydrous Copper(II) Halides

Reactions of various arylamines with either t-butyl thionitrite, t-butyl thionitrate, or p-toluenesulfonyl nitrite in the presence of anhydrous copper(II) halides under mild conditions gave corresponding aryl halides in good yields.This reaction in the presence of such olefins as acrylonitrile, styrene, and acrylic acid gave the corresponding 2-aryl-1-haloethanes as the main products. t-Butyl thionitrite, t-butyl thionitrate, and p-toluenesulfonyl nitrite were found to be better deaminative reagents than alkyl nitrites or alkyl nitrates due to their weak sulfur-nitrogen bonds.