2-Bromo-4-methylbenzonitrile

Base Information

• Chemical Name: 2-Bromo-4-methylbenzonitrile
• CAS No.: 42872-73-1
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 2926909090
• European Community (EC) Number: 628-518-8
• DSSTox Substance ID: DTXSID10356242
• Nikkaji Number: J2.855.287D
• Wikidata: Q72446788
• Mol file: 42872-73-1.mol

Synonyms:2-bromo-4-methylbenzonitrile;42872-73-1;Benzonitrile, 2-bromo-4-methyl-;MFCD00158968;SCHEMBL306406;2-bromo-4-methyl-benzonitrile;4-methyl-2-bromo benzonitrile;DTXSID10356242;JWCMJJIZYDCGTE-UHFFFAOYSA-N;2-Bromo-4-methylbenzonitrile, 97%;AKOS005259332;CS-W002456;GS-3514;SY017091;AM20040454;FT-0651220;EN300-119264;AQ-344/43100001;Z1255415787

Chemical Property of 2-Bromo-4-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.00178mmHg at 25°C
• Melting Point: 51-53 °C
• Refractive Index: 1.59
• Boiling Point: 292.9 °C at 760 mmHg
• Flash Point: 130.9 °C
• PSA: 23.79000
• Density: 1.51 g/cm³
• LogP: 2.62918
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

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

2-Bromo-4-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)Br

Technology Process of 2-Bromo-4-methylbenzonitrile

There total 12 articles about 2-Bromo-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: 98.0%

4-methyl-2- bromobenzamide (131002-03-4) → 4-methyl-2-bromobenzonitrile (42872-73-1)

Guidance literature:

With phosphorus pentoxide; In chloroform; for 12h; Reflux;

Reference yield: 92.0%

para-methylbenzonitrile (104-85-8) → 4-methyl-2-bromobenzonitrile (42872-73-1)

Guidance literature:

With N-Bromosuccinimide; palladium diacetate; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 70 ℃; for 12h; Sealed tube;

DOI:10.1021/jo302765g

Reference yield:

C8H8BrNO → 4-methyl-2-bromobenzonitrile (42872-73-1)

Guidance literature:

With acetic anhydride; potassium carbonate; In dimethyl sulfoxide; at 50 ℃;

DOI:10.1016/j.tetlet.2018.06.030

upstream raw materials:

2-bromo-p-toluidine

5-methyl-2-cyanoaniline

4-methyl-2-nitrobenzonitrile

4-methyl-2- bromobenzamide

Downstream raw materials:

2-bromo-4-methylbenzoic acid

5,5'-dimethylbiphenyl-2,2'-dicarboxylic acid

2-bromo-4-methyl-benzoic acid methyl ester

4-methyl-2-[1]naphthyl-benzoic acid

Refernces

• 1、 Zhou, Bang,Chen, Wenqi,Yang, Yuzhong,Yang, Yuan,Deng, Guobo,Liang, Yun. "A radical cyclization cascade of 2-alkynylbenzonitriles with sodium arylsulfinates". supporting information. p. 7959 - 7963. Retrieved 2018/11/21.
• 2、 Du, Bingnan,Jiang, Xiaoqing,Sun, Peipei. "Palladium-catalyzed highly selective ortho-halogenation (I, Br, Cl) of arylnitriles via sp2 C-H bond activation using cyano as directing group". . p. 2786 - 2791. Retrieved 2013/04/24.