1-Chloro-3-isocyanobenzene

Base Information

• Chemical Name: 1-Chloro-3-isocyanobenzene
• CAS No.: 32686-54-7
• Molecular Formula: C7H4 Cl N
• Molecular Weight: 137.568
• European Community (EC) Number: 859-946-5
• DSSTox Substance ID: DTXSID00377966
• Nikkaji Number: J379.524A
• Wikidata: Q82167377
• Mol file: 32686-54-7.mol

Synonyms:1-chloro-3-isocyanobenzene;32686-54-7;3-Chlorophenyl isocyanide;Benzene, 1-chloro-3-isocyano- (9CI);1-chloro-3-isocyano-benzene;SCHEMBL2915809;DTXSID00377966;BBL020970;GEO-03704;MFCD06200538;STK893676;AKOS001476727;GS-0290;EN300-1177067

Chemical Property of 1-Chloro-3-isocyanobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.12150
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 137.0032268
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

1-Chloro-3-isocyanobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC(=CC=C1)Cl

Technology Process of 1-Chloro-3-isocyanobenzene

There total 6 articles about 1-Chloro-3-isocyanobenzene 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: 92.0%

(3-chlorophenyl)carbonimidic dichloride (57668-47-0) → m-chlorophenyl isocyanide (32686-54-7)

Guidance literature:

With lithium perchlorate; In N,N-dimethyl-formamide; at 15 ℃; Electrolysis;

DOI:10.1016/S0040-4020(99)00509-8

Reference yield: 86.0%

→ m-chlorophenyl isocyanide (32686-54-7)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

Reference yield: 62.0%

m-chloroformanilide (139-71-9) → m-chlorophenyl isocyanide (32686-54-7)

Guidance literature:

With triethylamine; trichlorophosphate; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c9cc05655f

upstream raw materials:

chloroform

3-chloro-aniline

(3-chlorophenyl)carbonimidic dichloride

1-(3-chlorophenyl)-2-thiourea

Downstream raw materials:

(3-Chloro-phenyl)-[1-pyrrolidin-1-yl-meth-(Z)-ylidene]-amine

t-butyl 3-chlorophenylcarbamate

Refernces

• 1、 Yuan, Yao,Dong, Wu-Heng,Gao, Xiao-Shuang,Xie, Xiao-Min,Zhang, Zhao-Guo. "Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: Synthesis of cyclopenta[: B] quinoxalines". supporting information. p. 11900 - 11903. Retrieved 2019/10/11.
• 2、 Singh, Karandeep,Sharma, Siddharth. "An isocyanide based multi-component reaction under catalyst- and solvent-free conditions for the synthesis of unsymmetrical thioureas". . p. 197 - 201. Retrieved 2016/12/28.