4-Chlorobenzenesulfinic acid

Base Information

• Chemical Name: 4-Chlorobenzenesulfinic acid
• CAS No.: 100-03-8
• Deprecated CAS: 113371-82-7,171898-97-8,27886-79-9,49865-88-5,68716-73-4,1081764-67-1,1081764-67-1,171898-97-8,27886-79-9,49865-88-5,68716-73-4
• Molecular Formula: C6H5ClO2S
• Molecular Weight: 176.624
• Hs Code.: 2930909090
• European Community (EC) Number: 202-812-2
• UNII: RK78NW65EY
• DSSTox Substance ID: DTXSID5024768
• Nikkaji Number: J54.897I
• Wikidata: Q27288162
• ChEMBL ID: CHEMBL1615455
• Mol file: 100-03-8.mol

Synonyms:4-Chlorobenzenesulfinic acid;100-03-8;p-Chlorobenzenesulphinic acid;Benzenesulfinic acid, 4-chloro-;p-Chlorobenzenesulfinic acid;Benzenesulfinic acid, p-chloro-;4-Chlorobenzenesulphinic acid;EINECS 202-812-2;UNII-RK78NW65EY;BRN 2356583;RK78NW65EY;4-chlorobenzene-1-sulfinic acid;4-11-00-00006 (Beilstein Handbook Reference);p-chlorbenzensulfinsyre;NCIOpen2_000194;4-chloro-benzenesulfinic acid;Benzenesulfinic acid,4-chloro-;SCHEMBL1827251;CHEMBL1615455;DTXSID5024768;LS-293;AKOS006272413;CHLOROBENZENESULFINIC ACID, 4-;BS-49306;F71118;W-108980;Q27288162

Chemical Property of 4-Chlorobenzenesulfinic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 6.22E-06mmHg at 25°C
• Melting Point: 99 °C
• Refractive Index: 1.694
• Boiling Point: 363.9 °C at 760 mmHg
• PKA: 1.14±0.10(Predicted)
• Flash Point: 173.9 °C
• PSA: 56.51000
• Density: 1.61 g/cm³
• LogP: 2.78630
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.9698783
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)O)Cl

Technology Process of 4-Chlorobenzenesulfinic acid

There total 41 articles about 4-Chlorobenzenesulfinic acid 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%

4-chlorobenzenesulfonic acid n-hexylester (69564-60-9) → 4-chlorobenzenesulfinic acid (100-03-8) + hexan-1-ol (111-27-3)

Guidance literature:

With lithium amalgam; In 1,4-dioxane; isopropyl alcohol; at 23 ℃; for 2h;

Reference yield: 92.0%

1-methyl-2-phenylindolizine (1019-12-1) + phenyl 4-chlorobenzenethiosulfonate (1142-97-8) → 4-chlorobenzenesulfinic acid (100-03-8) + 1-methyl-2-phenyl-3-(phenylthio)indolizine

Guidance literature:

In dichloromethane; for 40h; Ambient temperature;

Reference yield: 88.0%

3-methyl-2-phenylpyrrocoline (6028-82-6) + phenyl 4-chlorobenzenethiosulfonate (1142-97-8) → 4-chlorobenzenesulfinic acid (100-03-8) + 3-methyl-2-phenyl-1-(phenylthio)indolizine

Guidance literature:

In dichloromethane; for 48h; Ambient temperature;

upstream raw materials:

ethanol

o-nitrothiophenol

4-chloro-benzenethiosulfonic acid S-(2-nitro-phenyl ester)

4-chlorophenyldiazonium salt

Downstream raw materials:

chloromethyl p-chlorophenyl sulfone

p-chlorophenylsulfonylpropionic acid

1-chloro-4-((dichloromethyl)sulfonyl)benzene

(4-chloro-phenyl)-(4-methyl-benzhydryl)-sulfone

Refernces

• 1、 Lu, Kui,Ding, Fang,Qin, Long,Jia, Xiaoliang,Xu, Chuanming,Zhao, Xia,Yao, Qingwei,Yu, Peng. "Synthesis of Substituted Pyrroles via Copper-Catalyzed Cyclization of Ethyl Allenoates with Activated Isocyanides". . p. 2121 - 2125. Retrieved 2016.
• 2、 Danehy,Parameswaran. "". . p. 568,571. Retrieved 1968.
• 3、 Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao. "Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B". supporting information. . Retrieved 2021/11/09.
• 4、 Liu, Qi,Mei, Yousheng,Wang, Lei,Ma, Yongmin,Li, Pinhua. "Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions". supporting information. p. 5669 - 5680. Retrieved 2020/10/28.