3-Chloro-4-Fluorophenylacetonitrile

Base Information

• Chemical Name: 3-Chloro-4-Fluorophenylacetonitrile
• CAS No.: 658-98-0
• Molecular Formula: C8H5ClFN
• Molecular Weight: 169.586
• Hs Code.: 2926909090
• European Community (EC) Number: 642-650-3
• DSSTox Substance ID: DTXSID20378672
• Wikidata: Q72451112
• Mol file: 658-98-0.mol

Synonyms:3-Chloro-4-Fluorophenylacetonitrile;658-98-0;3-chloro-4-fluorobenzyl cyanide;2-(3-chloro-4-fluorophenyl)acetonitrile;3-Chloro-4-fluoro benzeneacetonitrile;MFCD01631553;Benzeneacetonitrile, 3-chloro-4-fluoro-;SCHEMBL37791;DTXSID20378672;GAUHFGRZXPVMQD-UHFFFAOYSA-N;3-chloro-4-fluoro-phenylacetonitrile;(3-Chloro-4-fluorophenyl)acetonitrile;AKOS005257754;DS-0904;PS-8715;(3-chloro-4-fluoro-phenyl)-acetonitrile;SY019213;A1762;AM20060014;CS-0059272;FT-0649031;EN300-313202;J-512228;3-Chloro-4-FluorobenzylCyanide;3-Chloro-4-fluorobenzyl cyanide

Chemical Property of 3-Chloro-4-Fluorophenylacetonitrile

Chemical Property:

• Boiling Point: 262 °C at 760 mmHg
• Flash Point: 112.3 °C
• PSA: 23.79000
• Density: 1.286 g/cm³
• LogP: 2.54518
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.0094550
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-4-fluorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC#N)Cl)F

Technology Process of 3-Chloro-4-Fluorophenylacetonitrile

There total 5 articles about 3-Chloro-4-Fluorophenylacetonitrile 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: 97.0%

sodium cyanide (773837-37-9) + 3-chloro-4-fluorobenzyl bromide (192702-01-5) → 2-(3-chloro-4-fluorophenyl)acetonitrile (658-98-0)

Guidance literature:

N-benzyl-N,N,N-triethylammonium chloride; In chloroform; water; at 25 - 45 ℃; for 5h;

Reference yield: 60.7%

trimethylsilyl cyanide (7677-24-9) + 3-chloro-4-fluorobenzyl bromide (192702-01-5) → 2-(3-chloro-4-fluorophenyl)acetonitrile (658-98-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; for 0.5h; Reflux;

DOI:10.1021/acs.jmedchem.0c00233

Reference yield:

1-chloro-2-fluorobenzene (348-51-6) → 2-(3-chloro-4-fluorophenyl)acetonitrile (658-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄, AcOH, Ac₂O

2: methanol

With sulfuric acid; acetic anhydride; acetic acid; In methanol;

DOI:10.1021/jo01351a050

upstream raw materials:

2-chloro-4-(chloromethyl)-1-fluorobenzene

potassium cyanide

1-chloro-2-fluorobenzene

sodium cyanide

Downstream raw materials:

3-Hydroxy-2-<4-fluor-3-chlor-phenyl>-crotonsaeure-nitril

2-(3-chloro-4-fluoro-phenyl)-ethylamine

2-(3-chloro-4-fluorophenyl)-4-(tetrahydro-2H-pyran-2-yloxy)butanenitrile

N-[2-(3-chloro-4-fluoro-phenyl)-ethyl]-2,2,2-trifluoro-acetamide

Refernces

• 1、 -. "NEW BICYCLIC DIHYDROISOQUINOLINE-1-ONE DERIVATIVES". . . Retrieved 2013/06/27.