58422-60-9

Basic information

• Product Name: 2-(o-Tolyl)propanenitrile
• Synonyms: 2-(o-Tolyl)propanenitrile
• CAS NO: 58422-60-9
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.20104
• Mol File: 58422-60-9.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(o-Tolyl)propanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(o-Tolyl)propanenitrile(58422-60-9)
• EPA Substance Registry System: 2-(o-Tolyl)propanenitrile(58422-60-9)

Safety Data

• Hazardous Substances Data: 58422-60-9(Hazardous Substances Data)

Usage

General Description

2-(o-Tolyl)propanenitrile is a chemical compound with the formula C10H11N. It is a colorless to pale yellow liquid that is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It is an aliphatic nitrile, meaning it contains a carbon chain and a nitrile functional group. The compound is also known as α-(2-Methylphenyl)propionitrile and is used as a starting material for the synthesis of various pharmaceutical drugs and perfumes. It is important to handle this chemical with care, as it can cause irritation to the eyes and skin upon contact.

Upstream product

• 22364-68-7 2-tolylmethylnitrile 
• 55968-39-3 1-(1-chloroethyl)-2-methylbenzene 
• 34457-01-7 1-bromo-1-(2-methylphenyl)-ethane 
• 616-38-6 carbonic acid dimethyl ester 
• 74-88-4 methyl iodide 
• 18151-58-1 2-trimethylsilylpropionitrile 
• 95-46-5 2-methylphenyl bromide 
• 363-86-0 trifluoro(2-tolyl)silane 
• 19481-82-4 2-bromopropionitrile 
• 67541-85-9 4-methyl-N'-(1-(2-methylphenyl)ethylidene)benzenesulfonohydrazide 
• 333-20-0 potassium thioacyanate 
• 577-16-2 2-Methylacetophenone 
• 625-28-5 Isovaleronitrile 
• 611-15-4 1-methyl-2-vinyl-benzene 

Downstream Products

• 5266-88-6 2-o-tolyl-propylamine 
• 58422-67-6 α-Peracetoxy-α-methyl-β-o-tolylpropionitril 
• 145611-10-5 5,5-Diethoxy-2-methyl-2-o-tolyl-pentanenitrile 
• 577-16-2 2-Methylacetophenone 
• 960595-41-9 1-(1,1-dimethylethyl)-N-[2-(2-methylphenyl)-1-propenylidene]-1,1-dimethylsilanamine 
• 960595-23-7 (2R,3S)-3-hydroxy-2-methyl-2-(2-methylphenyl)-3-phenylpropanenitrile 
• 960595-44-2 (1S,2R)-2-cyano-1-phenyl-2-(2-methylphenyl)propyl-3,5-dinitrobenzoate 

Relevant articles and documents

Asymmetric Deoxygenative Cyanation of Benzyl Alcohols Enabled by Synergistic Photoredox and Copper Catalysis?

Summary of main observation and conclusion. An enantioselective deoxygenative cyanation of benzyl alcohols was accomplished for the first time through the synergistic photoredox and copper catalysis. This reaction features the use of organic photosensitizer and low-cost 3d metal catalyst, simple and safe operations, and extremely mild conditions. A variety of chiral benzyl nitriles were produced in generally good yields and high level of enantiocontrols from readily available feedstocks (22 examples, up to 93% yield and 92% ee).

α-Methylation of 2-Arylacetonitrile by a Trimethylamine-Borane/CO2 System

A highly selective monomethylation of 2-arylacetonitrile using CO2 is described. The utilization of trimethylamine-borane facilitates the six-electron reduction of CO2. This reaction is the first selective six-electron reductive functionalization of CO2 faciliated by C(sp3)-H bonds. A variety of 2-arylpropionitrile was obtained in good yields. The reaction could also be applied at the gram scale.

Enantioseparation of Sulfoxides and Nitriles by Inclusion Crystallization with Chiral Organic Salts Based on l-Phenylalanine

Enantioselective inclusion of aromatic sulfoxides and nitriles was achieved in a host framework created by organic salts comprising achiral benzoic acids and a chiral primary amine (1a) derived from l-phenylalanine. Tuning of the combined achiral acid component successfully changed the chiral recognition ability of the organic salts. The guest molecules were hydrogen-bonded to form three-component inclusion crystals, and the enantiomers of nitriles and sulfoxides were separated with high selectivity up to 92 and 98 % ee. As far as we know, this is the first example of the enantioseparation of non-functionalized aromatic nitriles.