2-Chlorobenzenesulfonyl chloride

Base Information

• Chemical Name: 2-Chlorobenzenesulfonyl chloride
• CAS No.: 2905-23-9
• Molecular Formula: C6H4Cl2O2S
• Molecular Weight: 211.069
• Hs Code.: 29049090
• European Community (EC) Number: 220-807-3
• NSC Number: 151229
• UNII: 4ACM79Y5D8
• DSSTox Substance ID: DTXSID3074731
• Nikkaji Number: J306.831E
• Wikidata: Q72517149
• Mol file: 2905-23-9.mol

Synonyms:2-CBSC;2-chlorobenzenesulfonyl chloride;o-chlorobenzenesulfochloride;orthochlorobenzol sulfochloride

Chemical Property of 2-Chlorobenzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: clear yellow to orange-red liquid
• Vapor Pressure: 0.00352mmHg at 25°C
• Melting Point: 28oC
• Refractive Index: n20/D 1.576(lit.)
• Boiling Point: 290.8 °C at 760 mmHg
• Flash Point: 129.7 °C
• PSA: 42.52000
• Density: 1.529 g/cm³
• LogP: 3.34830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: It reacts with water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 209.9309059
• Heavy Atom Count: 11
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

2-Chlorobenzenesulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)S(=O)(=O)Cl)Cl
• Uses: 2-Chlorobenzenesulfonyl chloride is used as an organic chemical synthesis intermediate.

Technology Process of 2-Chlorobenzenesulfonyl chloride

There total 12 articles about 2-Chlorobenzenesulfonyl chloride 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: 98.0%

N-amino-o-chlorobenzenesulfonamide (5906-98-9) → 2-chlorophenylsulfonyl chloride (2905-23-9)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 85.0%

2-chlorobenzenediazonium tetrafluoroborate (1956-97-4) → 2-chlorophenylsulfonyl chloride (2905-23-9)

Guidance literature:

With thionyl chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate; In water; acetonitrile; at 20 ℃; for 20h; Sealed tube; Irradiation;

DOI:10.1002/cssc.201601293

Reference yield: 74.0%

→ dichlorodiphenyl sulfone + 2-chlorophenylsulfonyl chloride (2905-23-9)

Guidance literature:

upstream raw materials:

2-chlorobenzenediazonium

o-chloroaniline

thiophene

2-Chlorobenzeneboronic acid

Downstream raw materials:

2-Chloro-benzenesulfonic acid 3-methyl-isoxazol-5-yl ester

2-(2-Chloro-benzenesulfonyl)-3-methyl-2H-isoxazol-5-one

1-(2-Chloro-benzenesulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester

bis(2-chlorobenzene)disulfide

Refernces

• 1、 Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao. "Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides". . . Retrieved 2021/09/20.
• 2、 Wang, Bao-Lei,Shi, Yan-Xia,Zhang, Shu-Jun,Ma, Yi,Wang, Hong-Xue,Zhang, Li-Yuan,Wei, Wei,Liu, Xing-Hai,Li, Yong-Hong,Li, Zheng-Ming,Li, Bao-Ju. "Syntheses, biological activities and SAR studies of novel carboxamide compounds containing piperazine and arylsulfonyl moieties". . p. 167 - 178. Retrieved 2016/04/26.