4-Bromo-3-methylbenzonitrile

Base Information

• Chemical Name: 4-Bromo-3-methylbenzonitrile
• CAS No.: 41963-20-6
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 2926909090
• European Community (EC) Number: 628-521-4
• DSSTox Substance ID: DTXSID00372097
• Nikkaji Number: J267.312F
• Wikidata: Q72488394
• Mol file: 41963-20-6.mol

Synonyms:4-Bromo-3-methylbenzonitrile;41963-20-6;3-Methyl-4-bromobenzonitrile;4-Bromo-3-Methyl-Benzonitrile;MFCD00031538;4-bromo-3-methylbenzenecarbonitrile;4-Bromo-3-methylbenzonitrile, 98%;SCHEMBL152218;4-bromo-3-methyl benzonitrile;1-bromo-4-cyano-2-methylbenzene;DTXSID00372097;4-Bromo-3-methylbenzonitrile, 97%;BBL103249;STL557059;AKOS001321235;AB01529;AC-4036;CS-W002159;PS-8276;SY014473;AM20050109;FT-0617900;EN300-14316;A20930;-Methyl-4-bromobenzonitrile;4-Bromo-m-tolunitrile;J-514740;Z104510740

Chemical Property of 4-Bromo-3-methylbenzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00937mmHg at 25°C
• Melting Point: 53-57 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 265 °C at 760 mmHg
• Flash Point: 114.1 °C
• PSA: 23.79000
• Density: 1.51 g/cm³
• LogP: 2.62918
• Storage Temp.: Room temperature.
• Water Solubility.: Insoluble in water.
• XLogP3: 3.3
• 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:

99.9% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C#N)Br
• Uses: 4-bromo-3-methylbenzenecarbonitrile is a nitrile compound for proteomics research & a pharmaceutical intermediate. 4-Bromo-3-methylbenzonitrile may be used to synthesize 2,4,6-tris(4-bromo-3-methyl-phenylene)-1,3,5-triazine and 4-fluoro-3-methylbenzonitrile.

Technology Process of 4-Bromo-3-methylbenzonitrile

There total 8 articles about 4-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: 85.0%

4-Bromo-3-methylbenzenecarboxamidamide (170229-98-8) → 4-bromo-3-methylbenzonirtile (41963-20-6)

Guidance literature:

4-Bromo-3-methylbenzenecarboxamidamide; With N-methylbenzamide; phenylsilane; C₂₈H₁₈ClMnN₂O₂; potassium tert-butylate; In tetrahydrofuran; at 50 ℃; Inert atmosphere; Glovebox; Sealed tube;

With sodium hydroxide; In tetrahydrofuran; for 2h; Inert atmosphere; Glovebox; Sealed tube;

Glovebox; Inert atmosphere;

DOI:10.1039/c9cc05856g

Reference yield: 74.0%

potassium cyanide (151-50-8) + 4-bromo-3-methylbenzenediazonium tetrafluoroborate → 4-bromo-3-methylbenzonirtile (41963-20-6)

Guidance literature:

With dibenzo-18-crown-6; copper(II) bis(tetrafluoroborate); In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1016/j.jorganchem.2004.07.019

Reference yield:

N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) + amino-5-bromo-2-toluene (6933-10-4) → 4-bromo-3-methylbenzonirtile (41963-20-6)

Guidance literature:

amino-5-bromo-2-toluene; With tetrafluoroboric acid; sodium nitrite; In water; at 0 ℃;

N-cyano-N-phenyl-p-toluenesulfonamide; With palladium diacetate; silver carbonate; In ethanol; at 58 ℃; for 15h;

DOI:10.1016/j.tetlet.2016.01.033

upstream raw materials:

amino-5-bromo-2-toluene

copper(I) cyanide

potassium cyanide

3-Methylacetanilide

Downstream raw materials:

1-(4-bromo-3-methylphenyl)ethan-1-one

4-Cyano-2-methylbenzoic acid

4-bromo-3-(bromomethyl)benzonitrile

4-bromo-N-hydroxy-3-methyl-benzamidine

Refernces

• 1、 Das, Hari S.,Das, Shyamal,Dey, Kartick,Singh, Bhagat,Haridasan, Rahul,Das, Arpan,Ahmed, Jasimuddin,Mandal, Swadhin K.. "Primary amides to amines or nitriles: A dual role by a single catalyst". supporting information. p. 11868 - 11871. Retrieved 2019/10/11.
• 2、 Zhang, Yong-Kang,Plattner, Jacob J.,Freund, Yvonne R.,Easom, Eric E.,Zhou, Yasheen,Gut, Jiri,Rosenthal, Philip J.,Waterson, David,Gamo, Francisco-Javier,Angulo-Barturen, Inigo,Ge, Min,Li, Zhiya,Li, Lingchao,Jian, Yong,Cui, Han,Wang, Hailong,Yang, Jian. "Synthesis and structure-activity relationships of novel benzoxaboroles as a new class of antimalarial agents". . p. 644 - 651. Retrieved 2011/03/18.