22445-42-7

Basic information

• Product Name: 3,5-Dimethylbenzonitrile
• Synonyms: 3,5-DIMETHYLBENZONITRILE;Benzonitrile, 3,5-dimethyl-;3,5-DIMETHYLBENZONITRILE 98%;3,5-dimethylbenzenecarbonitrile;3,5-dimethylphenyl carbonitrile;1,3-Dimethyl-5-cyanobenzene
• CAS NO: 22445-42-7
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.17
• EINECS: 245-001-9
• Mol File: 22445-42-7.mol
• Article Data: 45

Chemical Properties

• Melting Point: 42-43°C
• Boiling Point: 243.1 °C at 760 mmHg
• Flash Point: 100.8 °C
• Appearance: /
• Density: 0.99 g/cm³
• Vapor Pressure: 0.0327mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3,5-Dimethylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethylbenzonitrile(22445-42-7)
• EPA Substance Registry System: 3,5-Dimethylbenzonitrile(22445-42-7)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 22445-42-7(Hazardous Substances Data)

Usage

General Description

3,5-Dimethylbenzonitrile, also known as 1,3-dimethyl-5-phenylbenzene, is a chemical compound with the molecular formula C9H9N. It is a colorless liquid with a faint aromatic odor and is soluble in organic solvents. 3,5-Dimethylbenzonitrile is used as a precursor in the synthesis of various pharmaceuticals, agrochemicals, and specialty chemicals. It is also utilized in the production of dyes, pigments, and plastics. Additionally, it serves as a building block in the synthesis of various organic compounds, including those used in the manufacturing of perfumes and flavorings. However, it is important to handle 3,5-dimethylbenzonitrile with care due to its potential health hazards and environmental risks, as it is considered harmful if swallowed, inhaled, or in contact with skin.

InChI:InChI=1/C9H9N/c1-7-3-8(2)5-9(4-7)6-10/h3-5H,1-2H3

Upstream product

• 5692-35-3 3,5-dimethylbenzamide 
• 108-69-0 3,5-dimethylaminoaniline 
• 499-06-9 3,5-dimethylbenzoic acid 
• 151-50-8 potassium cyanide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 556-96-7 5-bromo-1,3-xylene 
• 143-33-9 sodium cyanide 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 
• 75601-36-4 3,5-dimethyl-benzaldehyde oxime 
• 5779-95-3 3,5-dimethylbenzaldehyde 
• 77287-34-4 formamide 

Downstream Products

• 5379-16-8 3,5-dimethylacetophenone 
• 172369-18-5 N,3,5-trimethylbenzamide 
• 1401733-33-2 (3,5-dimethylphenyl)(2-(pyridin-2’-yl)phenyl)methanone 
• 668478-79-3 3,5-dimethyl-thiobenzamide 
• 78710-55-1 3,5-dimethylbenzyl amine 
• 469863-85-2 2-(3,5-dimethylphenyl)-4,5-dihydro-1H-imidazole 

Relevant articles and documents

Method for converting aromatic aldehyde into aromatic nitrile by using sulfur powder promoted inorganic ammonium as nitrogen source (by machine translation)

The invention discloses a method for converting aromatic aldehyde into aromatic nitrile. The method is conversion of high yield of aromatic aldehyde one-pot reaction of sulfur powder promoted inorganic ammonium as a nitrogen source into aromatic nitrile. The method has the advantages of no need of metal participation, no need of strong oxide, compatibility of reaction to air, easiness in amplification to a gram scale and the like, and overcomes the problems of harsh reaction conditions, complex operation, low functional group compatibility and the like in the prior art. (by machine translation)

Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile, and iodine under metal cyanide-free conditions

Various aromatic nitriles could be obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with molecular iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeds through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile: Via C-CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)6](BF4)2, 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (Si-Me4-DHP). Si-Me4-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation via C-CN bond cleavage.