Methyl 4-(methylsulfonyl)benzoate

Base Information

• Chemical Name: Methyl 4-(methylsulfonyl)benzoate
• CAS No.: 22821-70-1
• Molecular Formula: C9H10O4S
• Molecular Weight: 214.242
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90424079
• Nikkaji Number: J461.274D
• Wikidata: Q72488894
• Mol file: 22821-70-1.mol

Synonyms:22821-70-1;methyl 4-methanesulfonylbenzoate;methyl 4-(methylsulfonyl)benzoate;methyl 4-methylsulfonylbenzoate;4-Methanesulfonyl-benzoic acid methyl ester;Benzoic acid, 4-(methylsulfonyl)-, methyl ester;MFCD00100037;4-CH3SO2-C6H4-COOCH3;methyl p-methylsulfonylbenzoate;SCHEMBL2228992;DTXSID90424079;AKOS008902910;4-Methylsulfonylbenzoic acid methyl ester;AC-18793;CS-11500;SY022694;AM20030392;CS-0130067;FT-0602112;EN300-69618;A878431;J-014871;Z17305687;N-[(2,5-DICHLORO-3-PYRIDYL)CARBONYL]-N-(4-METHYLPHENYL)UREA

Chemical Property of Methyl 4-(methylsulfonyl)benzoate

Chemical Property:

• Vapor Pressure: 6.58E-06mmHg at 25°C
• Melting Point: 118-120 °C
• Refractive Index: 1.518
• Boiling Point: 377.8 °C at 760 mmHg
• Flash Point: 182.3 °C
• PSA: 68.82000
• Density: 1.266 g/cm³
• LogP: 1.95750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 214.02997997
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-methanesulfonylbenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)S(=O)(=O)C

Technology Process of Methyl 4-(methylsulfonyl)benzoate

There total 11 articles about Methyl 4-(methylsulfonyl)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: 91.0%

methyl 4-(methylthio)benzoate (3795-79-7) → methyl 4-(methanesulfonyl)benzoate (22821-70-1)

Guidance literature:

With diethylene glycol dibutyl ether; oxygen; at 100 ℃; for 20h; Green chemistry;

DOI:10.1039/c9gc03713f

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + 5,5-dimethyl-2-(4-(methylsulfonyl)phenyl)-1,3,2-dioxaborinane + methyl iodide (74-88-4) → methyl 4-(methanesulfonyl)benzoate (22821-70-1)

Guidance literature:

di-tert-butyl dicarbonate; 5,5-dimethyl-2-(4-(methylsulfonyl)phenyl)-1,3,2-dioxaborinane; With 4,4'-dimethyl-2,2'-bipyridines; lithium methanolate; copper(l) chloride; In N,N-dimethyl acetamide; at 30 ℃; for 6h; Inert atmosphere; Schlenk technique;

methyl iodide; In N,N-dimethyl acetamide; at 30 ℃; for 2h; Schlenk technique;

DOI:10.1055/a-1377-7369

Reference yield: 84.0%

4-methoxycarbonylphenyl bromide (619-42-1) + sodium methansulfinate (20277-69-4) → methyl 4-(methanesulfonyl)benzoate (22821-70-1)

Guidance literature:

With potassium phosphate; copper(l) iodide; (2S,4R)-N-(2,6-dimethylphenyl)-4-hydroxypyrrolidine-2-carboxamide; In dimethyl sulfoxide; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00888

upstream raw materials:

4-methylsulfonylbenzoyl chloride

sodium ethyl acetylacetate enolate

methanol

4-methylsulfonylbenzoic acid

Downstream raw materials:

(4-iodomethyl-phenyl)-methyl sulfone

1-(chloromethyl)-4-(methylsulfonyl)benzene

Refernces

• 1、 Liu, Kai-Jian,Wang, Zheng,Lu, Ling-Hui,Chen, Jin-Yang,Zeng, Fei,Lin, Ying-Wu,Cao, Zhong,Yu, Xianyong,He, Wei-Min. "Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation". supporting information. p. 496 - 500. Retrieved 2021/01/28.
• 2、 Xu, Jin-Di,Su, Xiao-Bo,Wang, Cai,Yao, Li-Wei,Liu, Jing-Hui,Hu, Guo-Qin. "Mild Copper-Catalyzed Addition of Arylboronic Esters to Di- tert -butyl Dicarbonate: An Easy Access to Methyl Arylcarboxylates". supporting information. p. 833 - 837. Retrieved 2021/02/26.