Thiocyanic acid, 4-chlorophenyl ester

Base Information

• Chemical Name: Thiocyanic acid, 4-chlorophenyl ester
• CAS No.: 3226-37-7
• Molecular Formula: C7H4ClNS
• Molecular Weight: 169.634
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID1073317
• Nikkaji Number: J48.840B
• Wikidata: Q82001694
• Mol file: 3226-37-7.mol

Synonyms:3226-37-7;Thiocyanic acid, 4-chlorophenyl ester;4-Chlorophenylthiocyanate;4-chlorophenyl thiocyanate;(4-chlorophenyl) thiocyanate;p-Chlorophenylthiocyanate;4-Chlorobenzenethiocyanate;[(4-CHLOROPHENYL)SULFANYL]FORMONITRILE;Thiocyanic acid, p-chlorophenyl ester;BRN 2044483;THIOCYANIC ACID 4-CHLOROPHENYL ESTER;1-chloro-4-thiocyanatobenzene;(4-Chlorophenyl)thiocyanate;SCHEMBL6245448;DTXSID1073317;LS-152653;EN300-29673

Chemical Property of Thiocyanic acid, 4-chlorophenyl ester

Chemical Property:

• Vapor Pressure: 0.0101mmHg at 25°C
• Boiling Point: 263.7°C at 760 mmHg
• Flash Point: 113.3°C
• PSA: 49.09000
• Density: 1.35g/cm³
• LogP: 2.91318
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.9752980
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1SC#N)Cl

Technology Process of Thiocyanic acid, 4-chlorophenyl ester

There total 39 articles about Thiocyanic acid, 4-chlorophenyl ester 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: 99.0%

trimethylsilyl cyanide (7677-24-9) + p-Chlorothiophenol (106-54-7) → 4-chlorophenyl thiocyanate (3226-37-7)

Guidance literature:

In dimethyl sulfoxide; at 30 ℃; for 0.5h;

DOI:10.1039/c5cy01552a

Reference yield: 95.0%

ammonium thiocyanate (1147550-11-5) + chlorobenzene (108-90-7) → 4-chlorophenyl thiocyanate (3226-37-7)

Guidance literature:

With aluminum oxide; methanesulfonic acid; at 20 ℃; for 0.583333h; regioselective reaction; neat (no solvent);

DOI:10.3184/030823408X324706

Reference yield: 90.0%

bromochlorobenzene (106-39-8) + zinc(II) thiocyanate (557-42-6) → 4-chlorophenyl thiocyanate (3226-37-7)

Guidance literature:

With N-chloro-succinimide; n-butyllithium; In tetrahydrofuran; dichloromethane; 1.) -78 deg C, 2.) 0 deg C, 1 h; 0 deg C, 10 min;

DOI:10.1021/jo00125a047

upstream raw materials:

4-thiocyanatoaniline

4-chloro-aniline

4,4'-dichlorodiphenyl disulfide

hydrogen cyanide

Downstream raw materials:

4,4'-dichlorodiphenyl disulfide

4-chloro-2-nitro-phenyl thiocyanate

S-(4-chlorophenyl) thiocarbamate

C₈H₈ClNOS

Refernces

• 1、 He, Dongdong,Yao, Jiaojiao,Ma, Boling,Wei, Jinghao,Hao, Guangguo,Tuo, Xun,Guo, Shengmei,Fu, Zhengjiang,Cai, Hu. "An electrochemical method for deborylative seleno/thiocyanation of arylboronic acids under catalyst- And oxidant-free conditions". supporting information. p. 1559 - 1564. Retrieved 2020/03/26.
• 2、 Chen, Yang,Qi, Hongyi,Chen, Ning,Ren, Demin,Xu, Jiaxi,Yang, Zhanhui. "Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates". . p. 9044 - 9050. Retrieved 2019/08/12.