35276-81-4

Basic information

• Product Name: 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE
• Synonyms: Benzenepropanenitrile, 2-Methyl-b-oxo-
• CAS NO: 35276-81-4
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.19
• Mol File: 35276-81-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 81-82 °C
• Boiling Point: 310.9°Cat760mmHg
• Flash Point: 141.8°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 0.000583mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: 2-8°C
• PKA: 7.73±0.10(Predicted)
• CAS DataBase Reference: 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE(35276-81-4)
• EPA Substance Registry System: 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE(35276-81-4)

Safety Data

• Hazardous Substances Data: 35276-81-4(Hazardous Substances Data)

Usage

General Description

3-(2-Methylphenyl)-3-oxopropanenitrile, also known as 2-Acetyl-2-methylbenzonitrile, is an organic compound with the chemical formula C11H9NO. It is a yellow crystalline solid that is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE is also known for its potential application in the development of fluorescent chemosensors and optical brighteners. Its chemical structure consists of a benzene ring with a methyl group and a cyano group, as well as a carbonyl group in a prop-1-en-2-one chain. Additionally, 3-(2-Methylphenyl)-3-oxopropanenitrile has been studied for its potential biological activities, including its role as an inhibitor of various enzymes.

InChI:InChI=1/C10H9NO/c1-8-4-2-3-5-9(8)10(12)6-7-11/h2-5H,6H2,1H3

Upstream product

• 5955-73-7 2-methylbenzoyl cyanide 
• 590-17-0 cyanomethyl bromide 
• 89-95-2 2-methyl-benzyl alcohol 
• 75-05-8 acetonitrile 
• 773837-37-9 sodium cyanide 
• 51012-65-8 2-bromo-1-o-tolylethanone 
• 59790-53-3 trimethyl[1-(2-methylphenyl)vinyloxy]silane 
• 13138-21-1 diazoacetonitrile 
• 529-20-4 2-methylphenyl aldehyde 
• 118-90-1 ortho-methylbenzoic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 201230-82-2 carbon monoxide 
• 87-24-1 ethyl 2-methylbenzoate 

Downstream Products

• 53882-53-4 Dithiophosphoric acid O-((E)-2-cyano-1-o-tolyl-vinyl) ester O'-ethyl ester S-propyl ester 
• 57860-42-1 3-amino-5-(2-methyl-phenyl)-pyrazole 
• 1159001-68-9 3-o-tolyl-3-(p-tolylamino)acrylonitrile 
• 1017665-59-6 1-methyl-3-(o-tolyl)-1H-pyrazol-5-amine 
• 1056197-80-8 tert-butyl 2-(4,5-dimethyl-3-(2-methylbenzoyl)thiophen-2-ylamino)-2-oxoethylcarbamate 
• 570366-35-7 6,7-dimethyl-5-(2-methylphenyl)-1-(pyridin-3-ylmethyl)-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one 
• 335226-31-8 6,7-dimethyl-5-(2-methylphenyl)-1H-thieno[2,3-e][1,4]diazepin-2(3H)-one 

Relevant articles and documents

Catalytic Activation of 1-Cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole with B(C6F5)3 Enabling the Electrophilic Cyanation of Silyl Enol Ethers

The Lewis acidic activation of a hypervalent iodine reagent containing a transferable cyano group, 1-cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole (CDBX), with B(C6F5)3, to achieve the catalytic electrophilic cyanation of silyl enol ethers is presented. Mechanistic studies indicate that CDBX is activated through coordination of its cyano group to B(C6F5)3, thus enabling the electrophilic cyanation reaction to occur.

One-pot dichlorinative deamidation of primary β-ketoamides

An approach to the dichlorinative deamidation of primary β-ketoamides through ketonic cleavage is described, and a series of α,α-dichloroketones were furnished mostly in the presence of TEMPO. Based on control experiments, a mechanism involving tandem dichlorination and deamidation is proposed to interpret the observed reactivity.

Umpolung Strategy for Synthesis of β-Ketonitriles through Hypervalent Iodine-Promoted Cyanation of Silyl Enol Ethers

An efficient method to synthesize β-ketonitriles from silyl enol ethers by an umploung hypervalent iodine(III)-CN species generated in situ from PhIO/BF3·Et2O/TMSCN has been developed for the first time. This method can be applied to structurally diverse aromatic and aliphatic substrates and further extended to preparation of bioactive compounds like 5-aminopyrazole and 5-aminoisoxazole.