2-Chloro-3,6-difluorophenylacetonitrile

Base Information

• Chemical Name: 2-Chloro-3,6-difluorophenylacetonitrile
• CAS No.: 261762-54-3
• Molecular Formula: C8H4ClF2N
• Molecular Weight: 187.576
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50378564
• Wikidata: Q82168052
• Mol file: 261762-54-3.mol

Synonyms:2-Chloro-3,6-difluorophenylacetonitrile;2-(2-chloro-3,6-difluorophenyl)acetonitrile;261762-54-3;Benzeneacetonitrile, 2-chloro-3,6-difluoro-;SCHEMBL20534425;DTXSID50378564;MFCD01631447;AKOS006230403;JS-4199;CS-0267870;EN300-1967646

Chemical Property of 2-Chloro-3,6-difluorophenylacetonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 2.68428
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.0000331
• Heavy Atom Count: 12
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3,6-difluorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1F)CC#N)Cl)F

Technology Process of 2-Chloro-3,6-difluorophenylacetonitrile

There total 3 articles about 2-Chloro-3,6-difluorophenylacetonitrile 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-(bromomethyl)-3-chloro-1,4-difluorobenzene (90292-67-4) + potassium cyanide → 2-(2-chloro-3,6-difluorophenyl)acetonitrile (261762-54-3)

Guidance literature:

2-(bromomethyl)-3-chloro-1,4-difluorobenzene; With tetrabutylammomium bromide; In dichloromethane; water;

potassium cyanide; In dichloromethane; water; at 20 ℃; for 2.5h;

Reference yield:

sodium cyanide (773837-37-9) + C7H4Cl2F2 (1310430-21-7) → 2-(2-chloro-3,6-difluorophenyl)acetonitrile (261762-54-3)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 20 - 50 ℃; for 51h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.08.031

Reference yield:

(2-chloro-3,6-difluorophenyl)methanol (261762-44-1) → 2-(2-chloro-3,6-difluorophenyl)acetonitrile (261762-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / tetrahydrofuran / 2.5 h / Inert atmosphere

2: triethylamine / dimethyl sulfoxide / 51 h / 20 - 50 °C / Inert atmosphere

With thionyl chloride; triethylamine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2012.08.031

upstream raw materials:

(2-chloro-3,6-difluorophenyl)methanol

sodium cyanide

C₇H₄Cl₂F₂

2-(bromomethyl)-3-chloro-1,4-difluorobenzene

Downstream raw materials:

C₈H₈ClF₂N

Refernces

• 1、 -. "SUBSTITUTED N-ARYLETHYL-2-AMINOQUINOLINE-4-CARBOXAMIDES AND USE THEREOF". Paragraph 0388-0391. . Retrieved 2020/06/08.
• 2、 Kers, Inger,MacSari, Istvan,Csjernyik, Gabor,Nyloef, Martin,Skogholm, Karin,Sandberg, Lars,Minidis, Alexander,Bueters, Tjerk,Malmborg, Jonas,Eriksson, Anders B.,Lund, Per-Eric,Venyike, Elisabet,Luo, Lei,Nystroem, Jan-Erik,Besidski, Yevgeni. "Phenethyl nicotinamides, a novel class of NaV1.7 channel blockers: Structure and activity relationship". . p. 6108 - 6115. Retrieved 2012/10/30.