22536-46-5

Basic information

• Product Name: [(2-oxo-2-phenylethyl)sulfanyl]acetic acid
• Synonyms: acetic acid, 2-[(2-oxo-2-phenylethyl)thio]-
• CAS NO: 22536-46-5
• Molecular Formula: C₁₀H₁₀O₃S
• Molecular Weight: 210.2496
• Mol File: 22536-46-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 390.6°C at 760 mmHg
• Flash Point: 190.1°C
• Density: 1.293g/cm³
• Vapor Pressure: 8.39E-07mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: [(2-oxo-2-phenylethyl)sulfanyl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [(2-oxo-2-phenylethyl)sulfanyl]acetic acid(22536-46-5)
• EPA Substance Registry System: [(2-oxo-2-phenylethyl)sulfanyl]acetic acid(22536-46-5)

Safety Data

• Hazardous Substances Data: 22536-46-5(Hazardous Substances Data)

Usage

General Description

[(2-oxo-2-phenylethyl)sulfanyl]acetic acid is a compound with the molecular formula C10H10O3S. It is the acetic acid derivative of the thiol compound 2-oxo-2-phenylethanethiol. This chemical is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a chemical intermediate in organic synthesis. [(2-oxo-2-phenylethyl)sulfanyl]acetic acid is known for its ability to act as a chiral auxiliary in asymmetric synthesis, making it useful in the production of enantiopure compounds. Additionally, [(2-oxo-2-phenylethyl)sulfanyl]acetic acid has shown potential as an anti-inflammatory agent and has been studied for its potential therapeutic applications.

Upstream product

• 60-29-7 diethyl ether 
• 68-11-1 mercaptoacetic acid 
• 70-11-1 α-bromoacetophenone 
• 67-64-1 acetone 
• 98-86-2 acetophenone 
• 532-27-4 1-chloroacetophenone 

Downstream Products

• 66560-19-8 ethyl 2-((2-oxo-2-phenylethyl)thio)acetate 
• 114251-18-2 (2-Oxo-2-phenyl-ethylsulfanyl)-acetic acid 2-cyclohexa-1,4-dienyl-ethyl ester 
• 114250-97-4 (2-Oxo-2-phenyl-ethylsulfanyl)-acetic acid 2-cyclohexa-1,3-dienyl-ethyl ester 
• 62910-88-7 1,1,2-Tris-(benzylmercapto)-2-phenylaethan 
• 63509-04-6 (2,2-Bis-benzylsulfanyl-2-phenyl-ethylsulfanyl)-acetic acid 
• 170884-78-3 phenacylsulfonylacetic acid 
• 200576-88-1 (4-Phenyl-[1,2,3]selenadiazol-5-ylsulfanyl)-acetic acid 
• 77953-17-4 4-oxo-2-phenacyl-4-phenyl-butyric acid 
• 7783-06-4 hydrogen sulfide 
• 144-62-7 oxalic acid 
• 98-86-2 acetophenone 
• 80737-86-6 isopropyl 2-((2-oxo-2-phenylethyl)thio)acetate 

Relevant articles and documents

An umpolung oxa-[2,3] sigmatropic rearrangement employing arynes for the synthesis of functionalized enol ethers

An oxa-[2,3] sigmatropic rearrangement involving arynes is reported featuring the umpolung of ketones, where the C=O bond polarity is reversed. The in situ-generated sulfur ylides from β-keto thioethers and arynes undergo efficient rearrangement allowing the facile and robust synthesis of functionalized enol ethers in high yields and excellent functional group compatibility. Preliminary mechanistic studies rule out the possibility of Pummerer-type rearrangement operating in this case.

Sequential reduction and dehydration of phenacyl-(E)-styryl sulfones to unsymmetrical (E,E)-bis(styryl) sulfones

β-Keto vinylic sulfones, the key building blocks for the synthesis of the title compounds, were prepared by two different routes. NaBH4 reduction of these compounds afforded β-hydroxy vinylic sulfones which were dehydrated with acetic anhydride

Phenacylthio/sulfonyl acetates as synthons: Synthesis and conformational aspects of some 1,4-thiomorpholines Part III

The synthons, phenacylthio/sulfonyl acetates (III and IV) for the synthesis of title compounds VI, VII and VIII have been obtained by two different methods starting from phenacylbromide (I) and thioglycollic acid or from I and thioglycollates.The cyclocon