10266-42-9

Basic information

• Product Name: 4-acetylphenylacetonitrile
• Synonyms: 4-acetylphenylacetonitrile;Benzeneacetonitrile, 4-acetyl- (9CI);4-Acetylbenzeneacetonitrile;Einecs 233-607-6;2-(4-acetylphenyl)acetonitrile
• CAS NO: 10266-42-9
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18456
• EINECS: 233-607-6
• Product Categories: ACETYLGROUP
• Mol File: 10266-42-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 318.5°Cat760mmHg
• Flash Point: 146.4°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 0.00036mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 4-acetylphenylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-acetylphenylacetonitrile(10266-42-9)
• EPA Substance Registry System: 4-acetylphenylacetonitrile(10266-42-9)

Safety Data

• Hazardous Substances Data: 10266-42-9(Hazardous Substances Data)

Usage

General Description

4-acetylphenylacetonitrile, also known as 4-APA, is a chemical compound that belongs to the class of nitriles. It is characterized by the presence of an acetyl group and a phenylacetonitrile group, both of which are attached to a common carbon atom. 4-acetylphenylacetonitrile is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a building block in organic synthesis and as a precursor for the preparation of heterocyclic compounds. 4-acetylphenylacetonitrile has a wide range of applications in the chemical and pharmaceutical industries due to its versatile reactivity and functional groups.

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

Upstream product

• 19158-51-1 P-toluenesulfonyl cyanide 
• 122-00-9 para-methylacetophenone 
• 99-91-2 para-chloroacetophenone 
• 105-56-6 ethyl 2-cyanoacetate 
• 16532-79-9 4-Bromophenylacetonitrile 
• 97674-02-7 tributyl(1-ethoxyvinyl)stannane 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 149104-90-5 4-acetylphenylboronic acid 
• 1071-36-9 sodium cyanoacetate 
• 928664-98-6 4-isoxazoleboronic acid pinacol ester 
• 99-90-1 para-bromoacetophenone 
• 408334-85-0 4-(1,1-diethoxy-ethyl)-benzoic acid ethyl ester 
• 408334-58-7 1-(4-hydroxymethyl-phenyl)-ethanone-diethylacetal 
• 75633-63-5 4-(hydroxymethyl)acetophenone 

Downstream Products

• 92132-58-6 [4-[4-(Cyanomethyl)Phenyl]-2-Thiazolyl]Guanidine, Hydrobromide 
• 141336-20-1 1-(4-Acetylphenyl)cyclopropanecarbonitrile 
• 878556-00-4 tert-butyl ([(4-acetylphenyl)acetyl]{2-[(9H-fluoren-9-ylmethoxycarbonyl)amino]ethyl}amino)acetate 
• 100-21-0 terephthalic acid 
• 109812-60-4 [4-(3-methoxy-cinnamoyl)-phenyl]-acetonitrile 
• 101600-49-1 (4-trans-cinnamoyl-phenyl)-acetonitrile 
• 101576-14-1 [4-(4-chloro-trans-cinnamoyl)-phenyl]-acetonitrile 
• 7398-52-9 4-acetyl-phenylacetic acid 

Relevant articles and documents

Direct C(sp3)-H Cyanation Enabled by a Highly Active Decatungstate Photocatalyst

A highly efficient, direct C(sp3)-H cyanation was developed under mild photocatalytic conditions. The method enabled the direct cyanation of various C(sp3)-H substrates with excellent functional group tolerance. Notably, complex natural products and bioactive compounds were efficiently cyanated.

2,7-DIAZASPIRO[4.4]NONANES

The present invention covers 2,7-diazaspiro[4.4]nonane compounds of general formula (I): in which n, X, R2, R3, R4, R5, R6a and R6b are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of cancer or diabetes, as a sole agent or in combination with other active ingredients.

Synthesis of α-aryl esters and nitriles: Deaminative coupling of α-aminoesters and α-aminoacetonitriles with arylboronic acids

Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-aminoesters and α-aminoacetonitriles, respectively, as the starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds into C(sp3)-C(sp2) bonds. The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. Touch base: A transition-metal-free protocol for the synthesis of α-aryl esters and nitriles by deaminative coupling is presented. Strong bases and transition-metal catalysts are not needed. The new synthetic method uses readily available starting materials and demonstrates wide substrate scope.