3-Chloro-4-methylbenzonitrile

Base Information

• Chemical Name: 3-Chloro-4-methylbenzonitrile
• CAS No.: 21423-81-4
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Hs Code.: 2926909090
• European Community (EC) Number: 244-381-3
• UNII: 9NV76ZQA7A
• DSSTox Substance ID: DTXSID50175696
• Nikkaji Number: J226.203G
• Wikidata: Q72518030
• Mol file: 21423-81-4.mol

Synonyms:3-Chloro-4-methylbenzonitrile;21423-81-4;Benzonitrile, 3-chloro-4-methyl-;3-Chloro-p-tolunitrile;3-Chloro-p-toluonitrile;MFCD00001799;2-Chloro-4-cyanotoluene;9NV76ZQA7A;4-methyl-3-chlorobenzonitrile;SCHEMBL171602;3-chloro-4-methyl-benzonitrile;DTXSID50175696;EINECS 244-381-3;CL8189;GEO-04031;3-Chloro-4-methylbenzonitrile, 97%;AKOS009158650;AM61399;CS-W016310;FS-2531;AC-26123;AI3-34985;FT-0638118;EN300-93964;A21146;A841127;J-014049;Z1097119561;3-chloro-p-toluonitrile;3-chloro-4-methyl-benzenecarbonitrile

Chemical Property of 3-Chloro-4-methylbenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.043mmHg at 25°C
• Melting Point: 45-48 °C(lit.)
• Refractive Index: 1.553
• Boiling Point: 238.111 °C at 760 mmHg
• Flash Point: 83.889 °C
• PSA: 23.79000
• Density: 1.19g/cm³
• LogP: 2.52008
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 151.0188769
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-4-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,F
• Statements: 11
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C#N)Cl
• Uses: 3-Chloro-4-methylbenzonitrile may be used in chemical synthesis studies.

Technology Process of 3-Chloro-4-methylbenzonitrile

There total 9 articles about 3-Chloro-4-methylbenzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

3-chloro-4-methyl-N,N-dichlorobenzylamine → 3-chloro-4-methylbenzonitrile (21423-81-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1246/cl.130883

Reference yield: 86.4%

(3-chloro-4-methylphenyl) methanol (39652-32-9) → 3-chloro-4-methylbenzonitrile (21423-81-4) + 3-chloro-4-methylbenzamide (24377-95-5)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; water; at 100 ℃; for 1.5h; under 3750.38 Torr; Overall yield = > 99 percent; Autoclave; High pressure;

DOI:10.1021/acscatal.0c00485

Reference yield: 83.0%

dimethyl 2-(4-cyano-2-chlorophenyl)-1,3-propanedioate (863431-87-2) → 3-chloro-4-methylbenzonitrile (21423-81-4)

Guidance literature:

With calcium chloride; In N,N-dimethyl acetamide; water; at 140 - 145 ℃;

upstream raw materials:

sodium cyanide

3-chloro-p-toluidine

1-(3-chloro-4-methylphenyl)methanamine

dimethyl 2-(4-cyano-2-chlorophenyl)-1,3-propanedioate

Downstream raw materials:

3-chloro-4-methylbenzoic acid

3-chloro-4-methylbenzamide

2-chloro-4-cyanobenzoic acid

4-(bromomethyl)-3-chlorobenzonitrile

Refernces

• 1、 Chen, Hao,Mondal, Arup,Wedi, Philipp,Van Gemmeren, Manuel. "Dual Ligand-Enabled Nondirected C-H Cyanation of Arenes". . p. 1979 - 1984. Retrieved 2019/02/19.
• 2、 Liu, Jia,Xu, Junchao,Ren, Jiangmeng,Zeng, Bu-Bing. "The N-chlorination of primary amines using FeCl3 and m-CPBA". . p. 190 - 192. Retrieved 2014/03/21.