5684-31-1

Basic information

• Product Name: 2,2-dimethyl-1,3-oxathiolane
• Synonyms: 1,3-oxathiolane, 2,2-dimethyl-; 2,2-Dimethyl-1,3-oxathiolane
• CAS NO: 5684-31-1
• Molecular Formula: C₅H₁₀OS
• Molecular Weight: 118.1973
• Mol File: 5684-31-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 154.6°C at 760 mmHg
• Flash Point: 47.3°C
• Density: 1.004g/cm³
• Vapor Pressure: 4.05mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: 2,2-dimethyl-1,3-oxathiolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-1,3-oxathiolane(5684-31-1)
• EPA Substance Registry System: 2,2-dimethyl-1,3-oxathiolane(5684-31-1)

Safety Data

• Hazardous Substances Data: 5684-31-1(Hazardous Substances Data)

Usage

General Description

2,2-dimethyl-1,3-oxathiolane, also known as trimethyl ethylene sulfide, is a chemical compound with the molecular formula C5H10OS. It is a colorless liquid with a garlic-like odor and is commonly used as a flavor and fragrance ingredient. It is also used as a solvent in various industries and as a reagent in organic synthesis. Due to its strong odor, it is often used as an odorant in natural gas and in the manufacture of pesticides. It is important to handle 2,2-dimethyl-1,3-oxathiolane with caution as it is considered to be hazardous if ingested, inhaled, or comes into contact with the skin.

Upstream product

• 67-64-1 acetone 
• 60-24-2 2-hydroxyethanethiol 
• 77-76-9 2,2-dimethoxy-propane 
• 65225-58-3 2-ethoxy-1,3-oxathiolane 

Downstream Products

• 139-66-2 diphenyl sulfide 
• 1822-73-7 phenylthioethylene 
• 16411-17-9 (4-methoxyphenyl)(vinyl)sulfane 
• 3393-77-9 bis(4-methoxyphenyl)sulfide 
• 7297-72-5 2-methylphenyl vinyl sulfide 
• 35731-41-0 enolate anion of thioacetaldehyde 
• 67-64-1 acetone 
• 625-54-7 2-butyl ethyl ether 
• 127084-49-5 C₁₇H₃₈OSSn 
• 40811-49-2 2-(1-methylethylthio)ethanol 
• 54498-67-8 (17Ξ)-3β-acetoxy-spiro[androst-5-en-17,2'-[1,3]oxathiolane] 

Relevant articles and documents

Palladium-Catalyzed Synthesis of Aryl Vinyl Sulfides via 1,3-Oxathiolanes As Vinyl Sulfide Surrogates

A nontraditional approach to synthesizing aryl vinyl sulfides is described. 2,2-Diphenyl-1,3-oxathiolane slowly liberates a vinyl sulfide anion under basic conditions. Using a Pd/Xantphos catalyst system to activate a wide range of aryl bromides, this transient sulfide species can be effectively trapped and fed into a traditional Pd0/PdII catalytic cycle. Scope and limitations of the methodology are presented along with significant discussion of a competitive C-S bond activation by this catalyst system.

An effective synthesis of 1,3-oxathiolanes

2-Alkyl-or 2,2-dialkyl-1,3-oxathiolanes can be effectively prepared from aldehydes or ketones and 2-mercaptoethanol, with triisopropylsilyl triflate as a catalyst. The reaction is over within minutes and, despite the fact that water is nor removed during the reaction, the yields of products are high.

Electron Impact Induced Fragmentations of Some 2,2-disubstituted 1,3-oxathiolanes

The electron impact induced fragmentations of nine 2,2-disubstituted 1,3-oxathiolanes have been studied by means of exact mass measurement and metastable ion analysis.The ring cleavage almost always takes place so that the C(2)-S and C(5)-O bonds are brok