2184-88-5

Basic information

• Product Name: 4-CHLORO-ALPHA-METHYLPHENYLACETONITRILE
• Synonyms: 2-(p-Chlorophenyl)propionitrile;2-(4-chlorophenyl)propiononitrile;4-Chloro-α-methylbenzeneacetonitrile;α-Methyl-4-chlorobenzeneacetonitrile;2-(4-chlorophenyl)propionitrile;Benzeneacetonitrile, 4-chloro-a-Methyl-;p-Chlorohydratroponitrile;p-Chlorophenyl-alpha-methylacetonitrile
• CAS NO: 2184-88-5
• Molecular Formula: C₉H₈ClN
• Molecular Weight: 165.61952
• EINECS: 218-569-0
• Mol File: 2184-88-5.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 260.3°Cat760mmHg
• Flash Point: 104°C
• Appearance: /
• Density: 1.143g/cm³
• Vapor Pressure: 0.0123mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLORO-ALPHA-METHYLPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-ALPHA-METHYLPHENYLACETONITRILE(2184-88-5)
• EPA Substance Registry System: 4-CHLORO-ALPHA-METHYLPHENYLACETONITRILE(2184-88-5)

Safety Data

• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 2184-88-5(Hazardous Substances Data)

Usage

General Description

4-CHLORO-ALPHA-METHYLPHENYLACETONITRILE, also known as PAA or P2P, is a chemical compound commonly used in the production of amphetamines and other psychoactive substances. It is a white crystalline solid with a molecular formula of C9H8ClN and a molecular weight of 167.62 g/mol. PAA is a key precursor in the synthesis of various illegal drugs, including methamphetamine and MDMA. Due to its potential for abuse, it is a controlled substance in many countries and is subject to strict regulations and monitoring by law enforcement agencies. PAA is considered a highly hazardous chemical and its handling and distribution are tightly controlled.

InChI:InChI=1/C9H8ClN/c1-7(6-11)8-2-4-9(10)5-3-8/h2-5,7H,1H3

Upstream product

• 20001-65-4 1-chloro-4-(1-chloroethyl)benzene 
• 616-38-6 carbonic acid dimethyl ester 
• 140-53-4 p-chlorobenzyl cyanide 
• 94083-86-0 2-Chloro-2-(4-chloro-phenyl)-propionitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 
• 74-88-4 methyl iodide 
• 1073-67-2 4-vinylbenzyl chloride 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 124-38-9 carbon dioxide 
• 106-39-8 bromochlorobenzene 
• 1572-99-2 ethyl 2-cyanopropionate 
• 2382-60-7 2-cyano-2-(4'-chlorophenyl)propionic acid 
• 75-05-8 acetonitrile 

Downstream Products

• 54835-34-6 2-(4-Chloro-phenyl)-2-phenylsulfanyl-propionitrile 
• 105879-63-8 (S)-4-chloro-α-methylphenylacetic acid 
• 133809-10-6 (R)-(-)-2-(4'-chlorophenyl)propionamide 
• 61023-84-5 2-(4-chlorophenyl)-2-hydroxymethylpropionitrile 
• 1422369-15-0 (Z)-2-(4-chlorophenyl)-3-morpholinoacrylonitrile 
• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 92520-15-5 (R)-N-[1-(4-chlorophenyl)ethyl]acetamide 
• 105879-62-7 2(R)-(-)-4-chlorophenylpropanoic acid 
• 59667-21-9 p-Chloro-β-methylphenethyl alcohol 
• 137044-27-0 methyl (S)-2-(4-chlorophenyl)propanoate 
• 58422-80-3 α-Peracetoxy-α-p-chlorphenylpropionitril 
• 53174-18-8 N-{2-(4-chlorophenyl)-1-propenylidene}-1-(1,1-dimethylethyl)-1,1-dimethylsilanamine 

Relevant articles and documents

Nickel/Cobalt-Catalyzed Reductive Hydrocyanation of Alkynes with Formamide as the Cyano Source, Dehydrant, Reductant, and Solvent

A Ni/Co co-catalyzed reductive hydrocyanation of various alkynes was developed for the production of saturated nitriles. Hydrocyanic acid is generated in situ from safe and readily available formamide. Formamide played multiple roles as a cyano source, dehydrant, and reductant for the NiII pre-catalyst and vinyl nitriles, along with acting as the co-solvent in this reaction. Detailed mechanistic investigation supported a pathway via hydrocyanation of C≡C bond and the subsequent reduction of C=C bond. Wide substrate scope, the employment of a cheap and stable nickel salt as pre-catalyst, a safe cyano source and convenient experimental operation render this hydrocyanation practical for the laboratory synthesis of saturated nitriles. (Figure presented.).

Time Programmable Locking/Unlocking of the Calix[4]arene Scaffold by Means of Chemical Fuels

In this work, we report that 2-cyano-2-phenylpropanoic acid and its p-Cl, p-CH3 and p-OCH3 derivatives can be used as chemical fuels to control the geometry of the calix[4]arene scaffold in its cone conformation. It is shown that, under the action of the fuel, the cone calix[4]arene platform assumes a “locked” shape with two opposite aromatic rings strongly convergent and the other two strongly divergent (“pinched cone” conformation). Only when the fuel is exhausted, the cone calix[4]arene scaffold returns to its resting, “unlocked” shape. Remarkably, the duration of the “locked” state can be controlled at will by varying the fuel structure or amount. A kinetic study of the process shows that the consume of the fuel is catalyzed by the “unlocked” calixarene that behaves as an autocatalyst for its own production. A mechanism is proposed for the reaction of fuel consumption.

Ni-Catalyzed hydrocyanation of alkenes with formamide as the cyano source

CN generation from formamide dehydration! A novel Ni-catalyzed hydrocyanation of various alkenes to provide aliphatic nitriles is developed by generating hydrocyanic acid in situ from safe and readily available formamide. Excellent linear or branched regio-selectivity, wide substrate scope, cheap and stable nickel salt as a pre-catalyst, a safe cyano source, slow generation of CN to obviate catalyst deactivation and convenient experimental operation would render this hydrocyanation attactive for laboratory synthesis of aliphatic nitriles.