4-Fluoro-2-methylbenzonitrile

Base Information

• Chemical Name: 4-Fluoro-2-methylbenzonitrile
• CAS No.: 147754-12-9
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID30396948
• Nikkaji Number: J2.646.689J
• Wikidata: Q72474519
• Mol file: 147754-12-9.mol

Synonyms:4-Fluoro-2-methylbenzonitrile;147754-12-9;2-methyl-4-fluorobenzonitrile;BENZONITRILE, 4-FLUORO-2-METHYL-;MFCD03095106;4-fluoro-2-methyl-benzonitrile;methyl 4-fluorobenzonitrile;SCHEMBL304892;2-methyl-4-fluoro benzonitrile;2-methyl-4-fluoro-benzonitrile;DTXSID30396948;BJBXUIUJKPOZLV-UHFFFAOYSA-N;BCP13430;4-Fluoro-2-methylbenzonitrile, 97%;AKOS005063490;AC-4086;CS-W003024;PS-9125;SY004460;AM20060075;F0962;FT-0602482;EN300-76865;Q-200469;Z1191845296

Chemical Property of 4-Fluoro-2-methylbenzonitrile

Chemical Property:

• Appearance/Colour: White to light yellow crystalline powder
• Vapor Pressure: 0.154mmHg at 25°C
• Melting Point: 70-74 °C
• Refractive Index: 1.507
• Boiling Point: 214.6 °C at 760 mmHg
• Flash Point: 90 °C
• PSA: 23.79000
• Density: 1.11 g/cm³
• LogP: 2.00578
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.048427358
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)F)C#N
• Uses: As organic intermediate, pharmaceutical intermediate. In chemical synthesis.

Technology Process of 4-Fluoro-2-methylbenzonitrile

There total 9 articles about 4-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: 93.0%

(4-fluoro-2-methylphenyl)methanol (80141-91-9) → 4-fluoro-2-methylbenzonitrile (147754-12-9)

Guidance literature:

With 2,3'-bipyridine; ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/ol400459y

Reference yield: 60.0%

2-Bromo-5-fluorotoluene (452-63-1) + copper(I) cyanide (544-92-3) → 4-fluoro-2-methylbenzonitrile (147754-12-9)

Guidance literature:

In DMF (N,N-dimethyl-formamide); for 24h; Heating / reflux;

Reference yield: 60.0%

2-Bromo-5-fluorotoluene (452-63-1) + copper(l) cyanide → 4-fluoro-2-methylbenzonitrile (147754-12-9)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Inert atmosphere; Reflux;

upstream raw materials:

2-Bromo-5-fluorotoluene

zinc cyanide

copper(I) cyanide

4-fluorobenzaldehyde

Downstream raw materials:

2-(bromomethyl)-4-fluorobenzonitrile

4-(4-cyano-3-methylphenyl)tetrahydro-2H-thiopyran-4-carbonitrile

4-[(2S,5R)-4-benzyl-2,5-dimethylpiperazin-1-yl]-2-methylbenzonitrile

4-fluoro-2-methylbenzoic acid

Refernces

• 1、 -. "New trelagliptin preparation process". Paragraph 0033; 0034; 0035. . Retrieved 2016/10/17.
• 2、 -. "A PROCESS FOR THE PREPARATION OF 4-FLUORO-2-METHYLBENZONITRILE". Page/Page column 9. . Retrieved 2016/02/29.