1195-98-8

Basic information

• Product Name: 2-METHYL-2-PHENYLPROPANENITRILE
• Synonyms: 2-METHYL-2-PHENYLPROPANENITRILE;Dimethylphenylacetonitrile;A,A-DIMETHYLPHENYLACETONITRILE;benzeneacetonitrile, alpha,alpha-dimethyl-;2-methyl-2-phenylpropanenitrile(SALTDATA: FREE);2-Methyl-2-phenylpropionitrile, 2-Phenylisobutyronitrile;ZINC02144346;2-Phenylisobutyronitrile
• CAS NO: 1195-98-8
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.2
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 1195-98-8.mol
• Article Data: 70

Chemical Properties

• Boiling Point: 60 °C
• Flash Point: 101.4 °C
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.971 g/cm³
• Vapor Pressure: 0.0521mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-METHYL-2-PHENYLPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-2-PHENYLPROPANENITRILE(1195-98-8)
• EPA Substance Registry System: 2-METHYL-2-PHENYLPROPANENITRILE(1195-98-8)

Safety Data

• Hazard Codes: Harmful:
• HazardClass: IRRITANT
• Hazardous Substances Data: 1195-98-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 1247, 1975 DOI: 10.1021/ja00838a051The Journal of Organic Chemistry, 34, p. 226, 1969 DOI: 10.1021/jo00838a051

InChI:InChI=1/C10H11N/c1-10(2,8-11)9-6-4-3-5-7-9/h3-7H,1-2H3

Upstream product

• 140-29-4 phenylacetonitrile 
• 74-88-4 methyl iodide 
• 74-90-8 hydrogen cyanide 
• 98-83-9 isopropenylbenzene 
• 542-69-8 1-iodo-butane 
• 75-03-6 ethyl iodide 
• 616-38-6 carbonic acid dimethyl ester 
• 149-73-5 trimethyl orthoformate 
• 50654-53-0 2-lithio-2-methylpropionitrile 
• 100-47-0 benzonitrile 
• 40784-95-0 2-(4-isobutylphenyl)propionitrile 
• 108-86-1 bromobenzene 
• 78-82-0 Isobutyronitrile 
• 1112-67-0 tetrabutyl-ammonium chloride 

Downstream Products

• 770-85-4 2-methyl-2-phenylbutan-3-one 
• 169032-17-1 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionitrile 
• 169280-06-2 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionitrile 
• 71825-51-9 4-(2-cyanoprop-2-yl)-1-nitrobenzene 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 
• 17160-81-5 1-Cyclohexyl-2-methyl-2-phenyl-propan-1-one 
• 121994-22-7 (4R,10bR)-2-(1-Methyl-1-phenyl-ethyl)-4,5,10,10b-tetrahydro-3-oxa-1,3a,10-triaza-cyclopenta[a]fluorene-4-carboxylic acid ethyl ester 
• 131556-57-5 3-(1-Methyl-1-phenyl-ethyl)-benzo[d]isothiazole 1,1-dioxide 
• 68944-30-9 2-(3,5-di-tert-butylphenyl)-2-methylpropanenitrile 
• 84271-84-1 2-(4-(tert-butyl)phenyl)-2-methylpropanenitrile 
• 826-54-0 2-methyl-2-phenyl-propanamide 
• 826-55-1 2-methyl-2-phenylpropionic acid 
• 100885-90-3 2-methyl-2-phenyl-1-[2]thienyl-propan-1-one 
• 119208-71-8 2-Methyl-1,2-diphenyl-1-propanimin 

Relevant articles and documents

Oxidative nucleophilic substitution of hydrogen in nitrobenzene with 2-phenylpropionitrile carbanion and potassium permanganate oxidant

The carbanion of 2-phenylpropionitrile adds to nitrobenzene in the p-position in liquid ammonia to give the relative stable σH-adduct which is oxidised with KMnO4 to 2-phenyl-2-(4-nitrophenyl)propionitrile; the relationships of rates of various reactions in these systems are estimated.

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Preparation of tertiary benzylic nitriles from aryl fluorides [1]

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Palladium-Catalyzed Distal m-C-H Functionalization of Arylacetic Acid Derivatives

Herein, we present m-C-H olefination on derivatives of phenylacetic acids by tethering with a simple nitrile-based template through palladium catalysis. Notably, the versatility of the method is evaluated with a wide range of phenylacetic acid derivatives for obtaining the meta-olefination products in fair to excellent yields with outstanding selectivities under mild conditions. Significantly, the present strategy is successfully exemplified for the synthesis of drugs/natural product analogues (naproxen, ibuprofen, paracetamol, and cholesterol).

Cobalt-catalyzed C[sbnd]H activation/C[sbnd]O formation: Synthesis of benzofuranones

Herein, C[sbnd]H activation/C[sbnd]O formation reaction using novel cobalt catalytic system is reported. This reaction was given benzofuranones in moderate to excellent yields at room-temperature under air reaction conditions. The introduced strategy is efficient and low-cost method to synthesized benzofuranones from α,α-disubstitution acetic acid.

Synthesis of Tertiary Benzylic Nitriles via Nickel-Catalyzed Markovnikov Hydrocyanation of α-Substituted Styrenes

The Markovnikov hydrocyanation of α-substituted styrenes enables the synthesis of tertiary benzylic nitriles under nickel catalysis. The Lewis-acid-free transformation features an unprecedented functional groups tolerance, including the-OH and-NH2 groups. A broad range of tertiary benzylic nitriles were obtained in good to excellent yields. In addition, an asymmetric version of this reaction was preliminarily investigated.