2-Bromo-3-methylbenzonitrile

Base Information

• Chemical Name: 2-Bromo-3-methylbenzonitrile
• CAS No.: 263159-64-4
• Molecular Formula: C8H6 Br N
• Molecular Weight: 196.046
• Hs Code.: 2926909090
• European Community (EC) Number: 626-881-7
• DSSTox Substance ID: DTXSID70573054
• Wikidata: Q82461630
• Mol file: 263159-64-4.mol

Synonyms:2-Bromo-3-methylbenzonitrile;263159-64-4;Benzonitrile, 2-bromo-3-methyl-;MFCD09025664;cyanobromotoluene;2-bromo-methyl-benzonitrile;2-bromo-3-methyl-benzonitrile;SCHEMBL1233144;DTXSID70573054;RNHZLKDKPMISMY-UHFFFAOYSA-N;2-Bromo-3-methylbenzonitrile, 97%;CL9663;AKOS015834902;AS-46447;SY239048;CS-0153708;EN300-2803507;A818378;J-016377

Chemical Property of 2-Bromo-3-methylbenzonitrile

Chemical Property:

• Melting Point: 67-71 °C
• Boiling Point: 286.8±28.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.51±0.1 g/cm3(Predicted)
• 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:

97% ^*data from raw suppliers

2-Bromo-3-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Bromo-3-methylbenzonitrile

There total 4 articles about 2-Bromo-3-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: 100.0%

2-bromo-3-methylbenzamide (101421-85-6) → 2-bromo-3-methyl-benzonitrile (263159-64-4)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 83.0%

2-bromo-3-methylaniline (54879-20-8) + sodium cyanide (143-33-9,25596-52-5) → 2-bromo-3-methyl-benzonitrile (263159-64-4)

Guidance literature:

With sulfuric acid; sodium nitrite; at 100 ℃; for 0.333333h;

DOI:10.1002/(SICI)1522-2675(20000119)83:1<80::AID-HLCA80>3.0.CO;2-P

Reference yield:

3-methyl-2-bromobenzoic acid (53663-39-1) → 2-bromo-3-methyl-benzonitrile (263159-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.17 h / 0 °C

2: ammonium hydroxide / 0.03 h / 0 °C

3: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 0 - 20 °C

With ammonium hydroxide; 1,3,5-trichloro-2,4,6-triazine; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2010.12.034

upstream raw materials:

2-bromo-3-methylaniline

sodium cyanide

3-methyl-2-bromobenzoic acid

2-bromo-3-methylbenzamide

Downstream raw materials:

2-bromo-3-(bromomethyl)benzonitrile

C₁₄H₁₇BrO₃

2-bromo-3-formylbenzyl acetate

2-bromo-3-(4-hydroxybutyl)benzyl acetate