Methyl 2-(chlorosulfonyl)benzoate

Base Information

• Chemical Name: Methyl 2-(chlorosulfonyl)benzoate
• CAS No.: 26638-43-7
• Molecular Formula: C8H7 Cl O4 S
• Molecular Weight: 234.66
• Hs Code.: 29163990
• European Community (EC) Number: 631-087-9
• UNII: C6HZM8X6PK
• DSSTox Substance ID: DTXSID4067228
• Nikkaji Number: J236.179E
• Wikidata: Q27275256
• Mol file: 26638-43-7.mol

Synonyms:Methyl 2-(chlorosulfonyl)benzoate;26638-43-7;methyl 2-chlorosulfonylbenzoate;Benzoic acid, 2-(chlorosulfonyl)-, methyl ester;C8H7ClO4S;MFCD00009797;methyl 2-(chlorosulphonyl)benzoate;UNII-C6HZM8X6PK;C6HZM8X6PK;2-(Carbomethoxy)benzenesulfonyl chloride;o-(Carbomethoxy)benzenesulfonyl chloride;2-chlorosulfonylbenzoic acid methyl ester;2-chlorosulfonyl-benzoic acid methyl ester;methyl2-(chlorosulfonyl)benzoate;2-(Methoxycarbonyl)benzenesulfonyl chloride;SCHEMBL427915;methyl 2-chiorosulfonylbenzoate;DTXSID4067228;methyl 2(chlorosulfonyl)benzoate;o-Methoxycarbonylbenzolsulfochlorid;Methyl 2-(chlorosulfonyl)-benzoate;methyl-2-(chlorosulfonyl)-benzoate;methyl 2-(chlorosulphonyl)-benzoate;STR03073;Methyl 2-(chlorosulfonyl)benzoate #;o-carbomethoxybenzenesulfonyl chloride;STL200257;2-carbomethoxybenzenesulfonyl chloride;AKOS000264811;chlorosulfonyl benzoic acid methyl ester;Methyl 2-(chlorosulfonyl)benzoate, tech;METHYL O-(CHLOROSULFONYL)BENZOATE;AC-26478;SY061851;2-(Chlorosulfonyl)benzoic acid methyl ester;2-(methoxycarbonyl)-benzenesulfonyl chloride;CS-0058569;FT-0612832;EN300-17048;O-(METHOXYCARBONYL)BENZENESULPHONYL CHLORIDE;J-016503;J-521867;Q27275256;Z56867243;BENZOIC ACID, O-(CHLOROSULFONYL)-, METHYL ESTER;F0001-0876;Methyl 2-(chlorosulfonyl)benzoate, technical grade, 90%

Chemical Property of Methyl 2-(chlorosulfonyl)benzoate

Chemical Property:

• Appearance/Colour: Solid.
• Melting Point: 62-63 °C
• Boiling Point: 344.8 °C at 760 mmHg
• Flash Point: 162.3 °C
• PSA: 68.82000
• Density: 1.431 g/cm³
• LogP: 2.48150
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: reacts
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.9753576
• Heavy Atom Count: 14
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(Chlorosulfonyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-29-14
• Safety Statements: 45-36/37/39-30-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1S(=O)(=O)Cl
• Uses: Methyl 2-(chlorosulfonyl)benzoate can be used as intermediates in pharmaceuticals, saccharin, dyes, & pigments.

Technology Process of Methyl 2-(chlorosulfonyl)benzoate

There total 14 articles about Methyl 2-(chlorosulfonyl)benzoate 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: 96.0%

2-[(methoxymethyl)sulfanyl]benzoic acid methyl ester (146335-12-8) → 2-methoxycarbonylbenzenesulfonyl chloride (26638-43-7)

Guidance literature:

With water; chlorine; In dichloromethane; at 5 - 10 ℃; for 1h;

DOI:10.1055/s-1992-26333

Reference yield: 95.0%

2-carbomethoxyaniline (134-20-3) → 2-methoxycarbonylbenzenesulfonyl chloride (26638-43-7)

Guidance literature:

2-carbomethoxyaniline; With hydrogenchloride; sodium nitrite; In water; at 20 ℃; for 0.00555556h; Flow reactor;

With hydrogenchloride; sodium hydrogensulfite; copper(l) chloride; In water; at 0 - 20 ℃; Temperature; Concentration; Time;

DOI:10.1021/acs.oprd.6b00238

Reference yield: 85.0%

2-(methoxycarbonyl)benzenediazonium tetrafluoroborate (342-54-1) → 2-methoxycarbonylbenzenesulfonyl chloride (26638-43-7)

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

upstream raw materials:

methanol

2-chlorosulfonylbenzoyl chloride

bis[2-(methoxycarbonyl)phenyl]disulfide

2-methoxycarbonyl-benzenesulfinic acid

Downstream raw materials:

2-[methyl-(thiazol-2-ylcarbamoyl-methyl)-sulfamoyl]-benzoic acid methyl ester

2-Carbmethoxy-N-cyanomethyl-N-methyl-benzensulfonamid

2-(Methoxy-methyl-sulfamoyl)-benzoic acid

methyl 2-(aminosulfonyl)benzoate

Refernces

• 1、 Májek, Michal,Neumeier, Michael,Jacobi von Wangelin, Axel. "Aromatic Chlorosulfonylation by Photoredox Catalysis". . p. 151 - 155. Retrieved 2017/01/17.
• 2、 Yu, Zhiqun,Dong, Hei,Xie, Xiaoxuan,Liu, Jiming,Su, Weike. "Continuous-Flow Diazotization for Efficient Synthesis of Methyl 2-(Chlorosulfonyl)benzoate: An Example of Inhibiting Parallel Side Reactions". . p. 2116 - 2123. Retrieved 2016/12/24.