4-methylsulfinylbenzoate

Base Information

• Chemical Name: 4-methylsulfinylbenzoate
• CAS No.: 33963-58-5
• Molecular Formula: C8H7O3S
• Molecular Weight: 184.216
• Hs Code.: 2930909090
• European Community (EC) Number: 878-637-6
• DSSTox Substance ID: DTXSID80406965
• Nikkaji Number: J856.636D
• Mol file: 33963-58-5.mol

Synonyms:Benzoicacid, p-(methylsulfinyl)- (6CI,8CI);4-Carboxyphenyl methyl sulfoxide;p-(Methylsulfinyl)benzoic acid;

Chemical Property of 4-methylsulfinylbenzoate

Chemical Property:

• Vapor Pressure: 3.14E-07mmHg at 25°C
• Melting Point: 229 °C
• Refractive Index: 1.648
• Boiling Point: 403.3 °C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 197.7 °C
• PSA: 73.58000
• Density: 1.44 g/cm³
• LogP: 1.98790
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.01941529
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

4-(Methylsulfinyl)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)C1=CC=C(C=C1)C(=O)O

Technology Process of 4-methylsulfinylbenzoate

There total 9 articles about 4-methylsulfinylbenzoate 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: 100.0%

4-(methylthio)benzoic acid (13205-48-6,562836-64-0) → 4-(methylsulfinyl)benzoic acid (33963-58-5)

Guidance literature:

With ferric(III) bromide; nitric acid; In acetonitrile; at 20 ℃; for 2.5h; chemoselective reaction;

DOI:10.1039/b815986f

Reference yield: 14.0%

4-(methylthio)benzyl alcohol (3446-90-0) → 4-(methylthio)benzoic acid (13205-48-6,562836-64-0) + 4-(methylsulfinyl)benzoic acid (33963-58-5) + 4-methylsulfonylbenzoic acid (4052-30-6)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; for 0.05h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00155-5

Reference yield:

4-(Methylthio)benzaldehyde (3446-89-7) → 4-(methylsulfinyl)benzoic acid (33963-58-5) + 4-methylsulfonylbenzoic acid (4052-30-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 10 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00354a037

upstream raw materials:

4-(methylthio)benzoic acid

3-methylsulfanyl-benzoic acid

N-chloro-4-methylbenzenesulfonamide

4-(Methylthio)benzaldehyde

Downstream raw materials:

N,N-dimethyl-1-[4-(methylsulfinyl)phenyl]methanamine

4-(methylsulfinyl)-N-(pyridin-2-yl)benzamide

ethyl 4-(methylsulfinyl)benzoate

Refernces

• 1、 Balakumar, Subramaniam,Thanasekaran, Pounraj,Rajagopal, Seenivasan,Ramaraj, Ramasamy. "Electron transfer reactions of iron (III) - Polypyridyl complexes with organic sulphides". . p. 4801 - 4818. Retrieved 1995.
• 2、 Cheng, Zhen,Gao, Xinglian,Yao, Lingling,Wei, Zhaoxin,Qin, Guohui,Zhang, Yonghong,Wang, Bin,Xia, Yu,Abdukader, Ablimit,Xue, Fei,Jin, Weiwei,Liu, Chenjiang. "Electrochemical Scalable Sulfoxidation of Sulfides with Molecular Oxygen and Water". . p. 3743 - 3747. Retrieved 2021/07/26.
• 3、 Coleman, Tom,Wong, Siew Hoon,Podgorski, Matthew N.,Bruning, John B.,De Voss, James J.,Bell, Stephen G.. "Cytochrome P450 CYP199A4 from Rhodopseudomonas palustris Catalyzes Heteroatom Dealkylations, Sulfoxidation, and Amide and Cyclic Hemiacetal Formation". . p. 5915 - 5927. Retrieved 2018/05/29.