3-Chlorobenzoyl cyanide

Base Information

• Chemical Name: 3-Chlorobenzoyl cyanide
• CAS No.: 26152-02-3
• Molecular Formula: C8H4ClNO
• Molecular Weight: 165.579
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50475188
• Mol file: 26152-02-3.mol

Synonyms:3-Chlorobenzoyl cyanide;26152-02-3;(3-Chloro-phenyl)-oxo-acetonitrile;(3-Chlorophenyl)-oxo-acetonitrile;3-Chlorobenzoylcyanide;(3-CHLOROPHENYL)OXO-ACETONITRILE;3-chlorophenyloxoacetonitrile;metachlorophenyloxoacetonitrile;m-chlorophenyl carbonyl cyanide;SCHEMBL5347363;DTXSID50475188;LGRKVHGBNVCVHV-UHFFFAOYSA-N;AB1326;MFCD03840530;2-(3-chlorophenyl)-2-oxoacetonitrile;AKOS006276441;MB03014;CS-0313617;2-(3-chlorophenyl)-2-oxidanylidene-ethanenitrile;A818217

Chemical Property of 3-Chlorobenzoyl cyanide

Chemical Property:

• Boiling Point: 259.774ºC at 760 mmHg
• Flash Point: 110.908 ºC
• PSA: 40.86000
• Density: 1.311 g/cm³
• LogP: 2.04628
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.9981414
• Heavy Atom Count: 11
• Complexity: 205

Purity/Quality:

99%, ^*data from raw suppliers

3-ChlorobenzoylCyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chlorobenzoyl cyanide

There total 9 articles about 3-Chlorobenzoyl cyanide 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: 95.0%

trimethylsilyl cyanide (7677-24-9) + m-Chlorobenzoyl chloride (618-46-2) → 3-chlorobenzoyl cyanide (26152-02-3)

Guidance literature:

With zinc(II) iodide; at 100 ℃; for 2h; Inert atmosphere; Neat (no solvent); neat (no solvent);

DOI:10.2174/157017809790442916

Reference yield: 93.0%

trimethylsilyl cyanide (7677-24-9) → 3-chlorobenzoyl cyanide (26152-02-3)

Guidance literature:

Zinc chloride;

Reference yield: 83.0%

m-Chlorobenzoyl chloride (618-46-2) → 3-chlorobenzoyl cyanide (26152-02-3)

Guidance literature:

With PEG-400; potassium iodide; silver(I) iodide; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1055/s-2006-950407

upstream raw materials:

2,4-dinitrophenyl 3-chlorobenzoate

cyanide^(1-)

4-nitrophenyl 3-chlorobenzoate

m-Chlorobenzoyl chloride

Downstream raw materials:

3-chlorobenzoate

2-(3-chlorophenyl)-2-oxoacetic acid

Refernces

• 1、 Zeng, Wei,Yang, Jingya,Meng, Bo,Zhang, Bo,Jiang, Mingzhe,Chen, Fu-Xue. "ZnI2-catalyzed cyanation of acyl chlorides with TMS-CN: An interesting role of iodine". experimental part. p. 637 - 641. Retrieved 2010/06/15.
• 2、 Li, Zheng,Shi, Shengyi,Yang, Jingya. "AgI-PEG400-KI catalyzed environmentally benign synthesis of aroyl cyanides using potassium hexacyanoferrate(II) as the cyanating agent". . p. 2495 - 2497. Retrieved 2008/02/11.