4-(Chlorosulfonyl)benzoic acid

Base Information

• Chemical Name: 4-(Chlorosulfonyl)benzoic acid
• CAS No.: 10130-89-9
• Molecular Formula: C7H5ClO4S
• Molecular Weight: 220.633
• Hs Code.: 29173990
• European Community (EC) Number: 233-367-2
• NSC Number: 511364,191087
• UNII: SW7ZBW2FWE
• DSSTox Substance ID: DTXSID5064960
• Nikkaji Number: J227.060I
• Wikidata: Q72459465
• Mol file: 10130-89-9.mol

Synonyms:4-(Chlorosulfonyl)benzoic acid;10130-89-9;Benzoic acid, 4-(chlorosulfonyl)-;4-chlorosulfonylbenzoic acid;p-(Chlorosulfonyl)benzoic acid;4-(Chlorosulphonyl)benzoic acid;p-Carboxybenzenesulfonyl chloride;Benzoic acid, p-(chlorosulfonyl)-;4-(chlorosulfonyl)-benzoic acid;4-Carboxybenzenesulfonyl chloride;SW7ZBW2FWE;MFCD00007448;(chlorosulfonyl)benzoic acid;4-Chlorosulfonyl-benzoic acid;EINECS 233-367-2;NSC 191087;NSC-191087;UNII-SW7ZBW2FWE;p-chlorosulfonylbenzoic acid;4-chlorosulphonylbenzoic acid;SCHEMBL40244;4-(Chlorosulfonyl)benzoicacid;4-Chlorosulfonyl benzoic acid;4-chlorosulphonyl benzoic acid;4-chlorosulphonyl-benzoic acid;4-carboxyphenylsulphonylchloride;4-(chlorosulfonyl) benzoic acid;DTXSID5064960;PTCSSXYPZOFISK-UHFFFAOYSA-;4-(chlorosulphonyl) benzoic acid;BBL011143;NSC191087;NSC511364;STK802455;4-(Chlorosulfonyl)benzoic acid, 96%;AKOS000349033;4-CARBOXYPHENYLSULFONYL CHLORIDE;AC-7117;CS-W019499;NSC-511364;AS-19759;BB 0218015;FT-0636637;EN300-17765;A800370;J-513707;Z57032569

Chemical Property of 4-(Chlorosulfonyl)benzoic acid

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Vapor Pressure: 2.02E-06mmHg at 25°C
• Melting Point: 230 °C
• Refractive Index: 1.588
• Boiling Point: 379.1 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 183.1 °C
• PSA: 79.82000
• Density: 1.591g/cm3
• LogP: 2.39310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Reacts with water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 219.9597075
• Heavy Atom Count: 13
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

(Chlorosulfonyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R22:; R29:; R34:
• Safety Statements: S8:; S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)S(=O)(=O)Cl
• Uses: 4-(Chlorosulfonyl)benzoic acid was used in the preparation of polymer bound transfer hydrogenation catalyst and 4-(carboxymethyl-sulfamoyl)-benzoyladenosine. It was also used as a reagent in the sulfonation of γ-cyclodextrin.

Technology Process of 4-(Chlorosulfonyl)benzoic acid

There total 11 articles about 4-(Chlorosulfonyl)benzoic 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: 92.0%

potassium p-carboxybenzenesulfonate (5399-63-3) → p-carboxyphenylsulfonyl chloride (10130-89-9)

Guidance literature:

With chlorosulfonic acid; at 20 - 30 ℃;

DOI:10.1021/acs.jmedchem.9b00071

Reference yield: 81.1%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → p-carboxyphenylsulfonyl chloride (10130-89-9)

Guidance literature:

4-amino-benzoic acid; With hydrogenchloride; In water; at 30 - 50 ℃; for 1h;

With sodium nitrite; In water; at -5 - 0 ℃; for 0.916667h;

With thionyl chloride; water; copper(l) chloride; at -5 - 0 ℃; for 2.83333h;

DOI:10.1021/op9000862

Reference yield: 69.0%

4-(aminosulfonyl)-benzoic acid (138-41-0) → p-carboxyphenylsulfonyl chloride (10130-89-9)

Guidance literature:

With pyrylium tetrafluoroborate; magnesium chloride; In tert-butyl alcohol; at 60 ℃; for 3h;

DOI:10.1002/anie.201910895

upstream raw materials:

4-carboxybenzenediazonium chloride

p-toluenesulfonyl chloride

chlorosulfonic acid

4-sulphobenzoic acid

Downstream raw materials:

4-(morpholine-4-sulfonyl)-benzoic acid

4-(aminosulfonyl)-benzoic acid

4-(ethylthio)benzoic acid

4-mercaptobenzoic acid

Refernces

• 1、 Hogan, Philip J.,Cox, Brian G.. "Aqueous process chemistry: The preparation of aryl sulfonyl chlorides". . p. 875 - 879. Retrieved 2009.
• 2、 Gómez-Palomino, Alejandro,Cornella, Josep. "Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by Pyry-BF4". supporting information. p. 18235 - 18239. Retrieved 2019/11/13.