2-Chloro-6-fluoro-3-methylbenzonitrile

Base Information

• Chemical Name: 2-Chloro-6-fluoro-3-methylbenzonitrile
• CAS No.: 886500-98-7
• Molecular Formula: C8H5ClFN
• Molecular Weight: 169.586
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00590633
• Wikidata: Q82484278
• Mol file: 886500-98-7.mol

Synonyms:2-Chloro-6-fluoro-3-methylbenzonitrile;886500-98-7;2-CHLORO-6-FLUORO-3-METHYL-BENZONITRILE;4209-54-5;SCHEMBL4697050;DTXSID00590633;UHLLSLUQSGFENQ-UHFFFAOYSA-N;MFCD06660169;AKOS015956808;JS-4335;SB39609;2-fluoro-5-methyl-6-chlorobenzonitrile;DB-078097;CS-0316999;A861597;J-508933

Chemical Property of 2-Chloro-6-fluoro-3-methylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0172mmHg at 25°C
• Boiling Point: 254.4°C at 760 mmHg
• Flash Point: 107.7°C
• PSA: 23.79000
• Density: 1.28g/cm³
• LogP: 2.65918
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.0094550
• Heavy Atom Count: 11
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-6-fluoro-3-methylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)F)C#N)Cl
• Uses: 2-Chloro-6-fluoro-3-methylbenzonitrile is used as a reactant in the synthesis of pyrimidine derivatives as mPGES-1 inhibitors and ?acylguanidine compounds as tryptophan hydroxylase inhibitors.

Technology Process of 2-Chloro-6-fluoro-3-methylbenzonitrile

There total 2 articles about 2-Chloro-6-fluoro-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:

2-chloro-6-fluoro-3-methylbenzaldehyde (104451-99-2) → 2-chloro-6-fluoro-3-methylbenzonitrile (886500-98-7)

Guidance literature:

2-chloro-6-fluoro-3-methylbenzaldehyde; With [bis(acetoxy)iodo]benzene; ammonium acetate; sodium dodecyl-sulfate; In water; at 70 ℃; for 0.5h;

With sodium dithionite; In water; at 20 ℃; for 0.25h;

Reference yield:

2-chloro-4-fluorotoluene (452-73-3) → 2-chloro-6-fluoro-3-methylbenzonitrile (886500-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 0.25 h / -78 °C

2.1: sodium dodecyl-sulfate; [bis(acetoxy)iodo]benzene; ammonium acetate / water / 0.5 h / 70 °C

2.2: 0.25 h / 20 °C

With [bis(acetoxy)iodo]benzene; ammonium acetate; sodium dodecyl-sulfate; lithium diisopropyl amide; In tetrahydrofuran; water;

Reference yield: 79.0%

2-chloro-6-fluoro-3-methylbenzonitrile (886500-98-7) → 2-chloro-3-dibromomethyl-6-fluoro-benzonitrile (937040-32-9)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 22h; Heating / reflux;

upstream raw materials:

2-chloro-4-fluorotoluene

2-chloro-6-fluoro-3-methylbenzaldehyde

Downstream raw materials:

2-chloro-3-dibromomethyl-6-fluoro-benzonitrile