3759-28-2

Basic information

• Product Name: HOMOPHTHALONITRILE
• Synonyms: (o-cyanophenyl)acetonitrile;2-(Cyanomethyl)benzonitrile;2-cyano-benzeneacetonitril;alpha,2-Dicyanotoluene;alpha-Cyano-ortho-tolunitrile;alpha-cyano-o-tolunitril;alpha-Cyano-o-toluonitrile;o-Cyanobenzyl cyanide
• CAS NO: 3759-28-2
• Molecular Formula: C₉H₆N₂
• Molecular Weight: 142.16
• EINECS: 223-167-3
• Product Categories: NULL
• Mol File: 3759-28-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 76 °C
• Boiling Point: 293.788 °C at 760 mmHg
• Flash Point: 140.685 °C
• Appearance: Beige to brown/Powder and/or Chunks
• Density: 1.123 g/cm³
• Vapor Pressure: 0.00169mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 1940497
• CAS DataBase Reference: HOMOPHTHALONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: HOMOPHTHALONITRILE(3759-28-2)
• EPA Substance Registry System: HOMOPHTHALONITRILE(3759-28-2)

Safety Data

• Hazard Codes: Xn,T
• Statements: 20/21/22
• Safety Statements: 26-27-28-36/37/39
• RIDADR: 3276
• WGK Germany: 3
• RTECS: XV0930000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3759-28-2(Hazardous Substances Data)

Usage

New Engineering Thermosets

Homophthalonitrile are a relative new class of commercial high performance engineering thermosets. They exhibit very high thermal and oxidative stability, and outstanding high-temperature properties. Infact, Homophthalonitriles have one of the highest decomposition temperature of all organic thermoset polymers which can approach 500℃ in air. Both, the high thermal stability and the high char yield contribute to the outstanding high-temperature performance. However, homophthalonitriles have also some major limitations and shortcomings. For example, they are very expensive and difficult to process, relative to conventional thermoset resins.

Chemical Properties

beige to brown powder and/or chunks

Uses

2-Cyanophenylacetonitrile may be used in the synthesis of 2, 5-diphenylpyrazine.

General Description

2-Cyanophenylacetonitrile undergoes carbocyclization reaction with bromoacrylonitriles to give naphthylamine.

InChI:InChI=1/C9H6N2/c10-6-5-8-3-1-2-4-9(8)7-11/h1-4H,5H2

Upstream product

• 151-50-8 potassium cyanide 
• 612-13-5 2-cyanobenzyl chloride 
• 22115-41-9 2-(bromomethyl)benzonitrile 
• 75266-12-5 1,3-diazabenzo[d]cyclohepta-1,2,4,6-tetraene 
• 143-33-9 sodium cyanide 
• 86369-35-9 cyano acetic acid ethyl ester 
• 100-47-0 benzonitrile 
• 75-05-8 acetonitrile 
• 7468-67-9 o-formylbenzonitrile 
• 773837-37-9 sodium cyanide 
• 40400-15-5 2-(2-iodophenyl)acetonitrile 
• 1258406-20-0 4-acetyltetrazolo[1,5-a]quinoline 
• 529-19-1 2-Methylbenzonitrile 
• 235-25-6 tetrazolo[1,5-a]quinoline 

Downstream Products

• 87895-15-6 α,o-dicyanostilbene 
• 80900-32-9 2-(1-cyanopropyl)benzonitrile 
• 22115-43-1 2,3-bis(2-cyanophenyl)propionitrile 
• 59050-63-4 1-ethoxy-isoquinolin-3-ylamine 
• 59050-64-5 3-ethoxy-isoquinolin-1-ylamine 
• 86369-35-9 cyano acetic acid ethyl ester 
• 138175-64-1 2-(Cyano-ethylsulfanyl-methyl)-benzonitrile 
• 138175-55-0 4-Amino-2-phenyl-naphthalene-1,3-dicarbonitrile 
• 87606-66-4 1-amino-3-formamidoisoquinoline 
• 87606-63-1 1-amino-4-cyano-3-(o-cyanobenzyl)isoquinoline 
• 87606-65-3 6,11-diamino-12-cyanobenzophenanthridine 
• 4456-77-3 4H-isoquinolin-1,3-dione 
• 452296-12-7 2-(2-cyanophenyl)-2,4-dimethylpentanonitrile 
• 99911-10-1 2-(2-cyanopropan-2-yl)benzonitrile 

Relevant articles and documents

Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes

A scalable cyanation of gem-difluoroalkenes to (hetero)arylacetonitrile derivatives was developed. This strategy features mild reaction conditions, excellent yields, wide substrate scope, and broad functional group tolerance. Significantly, in this reacti

Photoinduced Copper(I)-Catalyzed Cyanation of Aromatic Halides at Room Temperature

The first photoinduced copper(I)-catalyzed cyanation of aromatic halides at room temperature has been developed. The sp2 cyanation reaction exhibits outstanding tolerance to functional groups including primary amines and carboxylic acids, and chemoselectivity to SN2-reactive alkyl chlorides. Mechanistic investigations indicate that the reaction occurs via a single-electron transfer (SET) between the aryl halide and an excited copper(I) cyanide catalytic intermediate. (Figure presented.).

A heterogeneous palladium catalyst hybridised with a titanium dioxide photocatalyst for direct C-C bond formation between an aromatic ring and acetonitrile

A palladium catalyst hybridised with a titanium dioxide photocatalyst can promote cyanomethylation of an aromatic ring by using acetonitrile, where the photocatalyst activates acetonitrile to form a cyanomethyl radical before the C-C bond formation using the palladium catalyst.