4-Bromo-2-methylbenzonitrile

Base Information

• Chemical Name: 4-Bromo-2-methylbenzonitrile
• CAS No.: 67832-11-5
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29269090
• European Community (EC) Number: 629-186-7
• NSC Number: 229305
• DSSTox Substance ID: DTXSID30218075
• Nikkaji Number: J267.408D
• Wikidata: Q72446783
• Mol file: 67832-11-5.mol

Synonyms:4-Bromo-2-methylbenzonitrile;67832-11-5;benzonitrile, 4-bromo-2-methyl-;MFCD00041461;5-Bromo-2-cyanotoluene;2-methyl-4-bromobenzonitrile;4-Bromo-2-Methyl-Benzonitrile;NSC229305;4-bromo-methylbenzonitrile;4bromo-2-methylbenzonitrile;4-Bromo-2-methylcyanobenzene;SCHEMBL290236;4-bromo-2-methyl benzonitrile;DTXSID30218075;4-Bromo-2-methylbenzonitrile, 97%;AKOS007930426;AC-4035;CS-W002196;NSC 229305;NSC-229305;PS-8274;SY016349;A1775;AM20060966;B3993;FT-0617790;EN300-107186;J-514675

Chemical Property of 4-Bromo-2-methylbenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0133mmHg at 25°C
• Melting Point: 65-69 °C
• Refractive Index: 1.59
• Boiling Point: 259 °C at 760 mmHg
• Flash Point: 110.4 °C
• PSA: 23.79000
• Density: 1.51 g/cm³
• LogP: 2.62918
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• 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:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-Bromo-2-methylbenzonitrile

There total 4 articles about 4-Bromo-2-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: 75.0%

4-bromo-o-xylene (583-71-1) → 5-Bromoisoindoline-1,3-dione (6941-75-9) + 4-bromobenzenecarbonitrile (623-00-7) + 4-bromo-2-methylbenzonitrile (67832-11-5) + 4-bromo-1,2-dicyanobenzene (70484-01-4)

Guidance literature:

With ammonia; oxygen; at 359.84 ℃; for 0.000519444h; Time; Temperature; Concentration; Mechanism; Inert atmosphere;

DOI:10.1134/S1070363210080177

Reference yield:

2-cyano-5-nitrotoluene (89001-53-6) → 4-bromo-2-methylbenzonitrile (67832-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Fe, AcOH

2: (i) aq. NaNO₂, H₂SO₄, (ii) CuBr

With iron; acetic acid;

DOI:10.1021/jo01051a074

Reference yield:

4-amino-2-methylbenzonitrile (72115-06-1) → 4-bromo-2-methylbenzonitrile (67832-11-5)

Guidance literature:

Multistep reaction; (i) aq. NaNO₂, H₂SO₄, (ii) CuBr;

DOI:10.1021/jo01051a074

upstream raw materials:

4-Bromo-2-methylaniline

4-amino-2-methylbenzonitrile

2-cyano-5-nitrotoluene

4-bromo-o-xylene

Downstream raw materials:

N²-(4-cyano-3-methylphenyl)pyridine-2-carboxamidine

2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile

2-methyl-4-vinyl-benzonitrile

4-bromo-2-(bromomethyl)-benzonitrile

Refernces

• 1、 Bagirzade. "Kinetics of oxidative ammonolysis of 4-bromo-o-xylene: I. Transformations of 4-bromo-o-xylene and 4-bromo-o-tolunitrile". experimental part. p. 1672 - 1676. Retrieved 2011/02/18.