64878-05-3

Usage

Uses

Used in Flavor and Fragrance Industry:
ETHYL 2-[(2-OXOPROPYL)THIO]ACETATE is used as a flavoring agent for its fruity, pineapple-like scent, adding a distinct aroma to food products.
ETHYL 2-[(2-OXOPROPYL)THIO]ACETATE is also used as a fragrance ingredient in perfumes, where its unique scent contributes to the overall composition of the fragrance.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL 2-[(2-OXOPROPYL)THIO]ACETATE serves as a crucial component in the production of various medications, playing a significant role in the development of new drugs.
Used in Organic Synthesis:
ETHYL 2-[(2-OXOPROPYL)THIO]ACETATE is utilized as a solvent in organic synthesis, facilitating chemical reactions and contributing to the synthesis of complex organic compounds.
It is important to handle ETHYL 2-[(2-OXOPROPYL)THIO]ACETATE with care due to its flammable nature and potential harmful effects if swallowed, inhaled, or absorbed through the skin.

InChI:InChI=1/C7H12O3S/c1-3-10-7(9)5-11-4-6(2)8/h3-5H2,1-2H3

Upstream product

• 78-95-5 chloroacetone 
• 623-51-8 ethyl 2-sulfanylacetate 
• 598-31-2 1-bromoacetone 
• 64-17-5 ethanol 
• 33691-97-3 2-((2-oxopropyl)thio)acetic acid 

Downstream Products

• 93428-78-5 (1-Ethoxycarbonylmethylmercapto-aceton)-phenylhydrazon 
• 1450609-07-0 (3aS,3bR,4R,7aS,8aS)-6,6-dioxidooctahydro-2H-furo-[2,3-b]-thiopyrano[4,3-d]furan-4-yl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl)carbamate 
• 1450609-08-1 (3aS,3bS,4S,7aR,8aR)-6,6-dioxidooctahydro-2H-furo-[2,3-b]-thiopyrano[4,3-d]furan-4-yl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-1-phenylbutan-2-yl)carbamate 
• 6881-49-8 tetrahydrothiopyran-3,5-dione 
• 93896-38-9 (1-Ethoxycarbonylmethylmercapto-aceton)-3-methoxy-phenylhydrazon 

Relevant academic research and scientific papers

A tandem multi-component synthesis of 5,7-diaryl-5,6,7,8-tetrahydro-1H-pyrido[3,4-b][1,4]thiazin-2(3H)-ones

The five-component reaction of ethyl 2-[(2-oxopropyl)sulfanyl]acetate, aromatic aldehydes, and ammonium acetate affords two diastereomers of 5,7-diaryl-5,6,7,8-tetrahydro-1H-pyrido[3,4-b][1,4]thiazin-2(3H)-ones via a novel tandem Mannich-enamine-substitut

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.

Reaction of Acetone with Ethyl Mercaptoacetate.

Acetone reacts with ethyl mercaptoacetate in the presence of an acid catalyst to give a range of by-products, of which fourteen have been identified, in addition to the expected thioacetal (1).Acetone undergoes self-condensation under the conditions of the reaction.The α,β-unsaturated products undergo conjugate addition of ethyl mercaptoacetate, to give the appropriate ketosulphides ; the thioacetal (5) from the mesityl oxide adduct was also formed.The cyclic hemithioacetal (7) from acetone and ethyl mercaptoacetate was isolated.There is evidence that the thioacetal (1) undergoes thermal decomposition, to give the isopropenyl sulphide (9).It is believed that the monosulphoxide (11) of the thioacetal (1) is formed during the thioacetalisation reaction, and that this then undergoes Pummerer cleavage, to give products (10) and (12).The formation of the cyclic hemithioacetal (13) may be rationalised in terms of a co-oxidation reaction between ethyl mercaptoacetate and the isopropenyl sulphide (9).