5684-31-1

Usage

Uses

Used in Flavor and Fragrance Industry:
2,2-Dimethyl-1,3-oxathiolane is used as a flavor and fragrance ingredient due to its distinctive garlic-like scent, adding unique aromas to various products.
Used in Solvent Applications:
In various industries, 2,2-dimethyl-1,3-oxathiolane is used as a solvent, leveraging its chemical properties to dissolve and process other substances.
Used in Organic Synthesis:
2,2-Dimethyl-1,3-oxathiolane is utilized as a reagent in organic synthesis, contributing to the creation of new compounds and materials.
Used in Natural Gas Industry:
Due to its strong odor, 2,2-dimethyl-1,3-oxathiolane is used as an odorant in natural gas, helping to detect leaks and ensuring safety.
Used in Pesticide Manufacturing:
2,2-Dimethyl-1,3-oxathiolane is employed in the production of pesticides, where its properties can enhance the effectiveness of these agricultural chemicals.
Safety Considerations:
It is important to handle 2,2-dimethyl-1,3-oxathiolane with caution as it is considered hazardous if ingested, inhaled, or comes into contact with the skin. Proper safety measures should be taken to minimize risks during its use and handling.

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Ecofriendly fast batch synthesis of dioxolanes, dithiolanes, and oxathiolanes without solvent under microwave irradiation

2,2-Dimethoxypropane and 3,3-dimethoxypentane react with 1,2-ethanediol, thio, and oxathio analogues to give the corresponding protected carbonyls in high yield under mild solvent-free conditions. These environmentally benign conditions under microwave irradiation are applied to a large-scale synthesis.

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.

SELECTIVE DESULFURIZATION OF 1,3-DITHIANES, -OXATHIOLANES AND -THIAZOLIDINES BY TRIBUTYLTIN HYDRIDE

Selective desulfurization of 2-alkyl-1,3-dithianes, -oxathiolanes, or -thiazolidines 1 with one equivalent of tri-n-butyltin hydride yields acyclic compounds R1R2CHX(CH2)nSSnBu3 (X=S,O,NH; n=2,3), (2) which can be destannylated to the corresponding mercaptans 3.

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

BENZYNE-INDUCED FRAGMENTATION OF 1,3-OXATHIOLANES. A NOVEL METHOD FOR DEPROTECTION OF CARBONYL GROUPS, PREPARATION OF PHENYL VINYL SULFIDES, AND 1,2-CARBONYL TRANSPOSITION

A variety of 1,3-oxathiolanes undergo a benzyne-induced fragmentation leading to phenyl vinyl sulfides and carbonyl compounds.The reaction developed here provides a novel method for deprotection of carbonyl compounds from 1,3-oxathiolanes, preparation of phenyl vinyl sulfides, and 1,2-carbonyl transposition.

Comparative radioprotective activity of various pentagonal compounds with two heteroatomes

Various heterocyclic compounds with two heteroatomes were synthesized and their potential radioprotective activity was tested. This study shows the interest of phenylthiazolidines derivatives in chemical radioprotection.

Elimination, Fragmentation, and Proton Transfer in 1,3-Dithianes and 1,3-Dithiolanes in the Gas Phase

The gas-phase negative ion-molecule chemistry of 1,3-dithianes and 1,3-dithiolanes differs considerably from the in solution.When treated with anionic bases, 1,3-dithiane undergoes successive elimination reactions giving thiolates, in competition with deprotonation at the 2-carbon, which is the sole solution phase reaction channel.The appearence of the various product ions with changing base strength agrees with their calculated thermochemical onset.The gase-phase acidity of 1,3-dithiane is measurable if the elimination reaction is blocked by gem-dimethyl substitution at the 5 carbon.For 1,3-dithiolane, no deprotonation product is pbserved; even at thermochemical treshold, cycloreversion to RCS2- and ethylene occurs.This competes with successive elimination to thiolates, as with the six-membered ring.The differences between the gas phase and solution reactivities are rationalized in terms of counterion effects.

The Reaction of 2-Ethoxy-1,3-oxathiolane with Carbonyl Compounds in the Presence of ZnCl2 or HgCl2

In the reaction of 2-ethoxy-1,3-oxathiolane with carbonyl compounds in the presence of ZnCl2 or HgCl2, it has been found that only the breaking of the endocyclic bond (C-O or C-S bond) occurs, while the breaking of the exocyclic C-O bond to give the 1,3-o