5-Fluoro-2-methylbenzonitrile

Base Information

• Chemical Name: 5-Fluoro-2-methylbenzonitrile
• CAS No.: 77532-79-7
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29269090
• Mol file: 77532-79-7.mol

Synonyms:3-Fluoro-6-methylbenzonitrile;Benzonitrile, 5-fluoro-2-methyl-;2-Methy-5-fluorobenzonitrile;5-fluoro-2-methylbenzenecarbonitrile;

Chemical Property of 5-Fluoro-2-methylbenzonitrile

Chemical Property:

• Appearance/Colour: yellow low melting solid
• Vapor Pressure: 0.273mmHg at 25°C
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.507
• Boiling Point: 203.8 °C at 760 mmHg
• Flash Point: 79.4 °C
• PSA: 23.79000
• Density: 1.11 g/cm³
• LogP: 2.00578
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol

Purity/Quality:

98% ^*data from raw suppliers

5-Fluoro-2-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Fluoro-2-methylbenzonitrile

There total 5 articles about 5-Fluoro-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: 82.0%

C8H8FNO (953422-44-1) → 3-fluoro-6-methylbenzonitrile (77532-79-7)

Guidance literature:

With trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.07.135

Reference yield: 81.0%

5-fluoro-2-methylbenzamide (175278-28-1) → 3-fluoro-6-methylbenzonitrile (77532-79-7)

Guidance literature:

5-fluoro-2-methylbenzamide; With C₃₉H₄₅N₂; In acetonitrile; at 20 ℃; Schlenk technique; Glovebox; Inert atmosphere;

With phenylsilane; In acetonitrile; at 80 ℃; for 12h; Temperature; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c9cc08413d

Reference yield: 77.0%

2-bromo-4-fluorotoluene (1422-53-3) + N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) → 3-fluoro-6-methylbenzonitrile (77532-79-7)

Guidance literature:

2-bromo-4-fluorotoluene; With magnesium; lithium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

N-cyano-N-phenyl-p-toluenesulfonamide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201003388

upstream raw materials:

2-chloro-4-fluorotoluene

2-bromo-4-fluorotoluene

N-cyano-N-phenyl-p-toluenesulfonamide

C₈H₈FNO

Downstream raw materials:

3-fluoro-6-methyl-2-trimethylsilylbenzonitrile

5-fluoro-2-methylbenzamide

5-fluoro-N-hydroxy-2-methylbenzenecarboximidamide

7-fluoro-3-phenylisoquinolin-1-amine

Refernces

• 1、 Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias. "A novel and convenient synthesis of benzonitriles: Electrophilic cyanation of aryl and heteroaryl bromides". supporting information; experimental part. p. 4217 - 4222. Retrieved 2011/05/06.
• 2、 -. "Method for producing aromatic nitriles". . . Retrieved 2008/06/13.