17396-38-2

Basic information

• Product Name: 4H-Thiopyran-4-one 1,1-dioxide
• Synonyms: 4H-Thiopyran-4-one 1,1-dioxide
• CAS NO: 17396-38-2
• Molecular Formula: C5H4O3S
• Molecular Weight: 144.15
• Mol File: 17396-38-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4H-Thiopyran-4-one 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Thiopyran-4-one 1,1-dioxide(17396-38-2)
• EPA Substance Registry System: 4H-Thiopyran-4-one 1,1-dioxide(17396-38-2)

Safety Data

• Hazardous Substances Data: 17396-38-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 70, p. 1813, 1948 DOI: 10.1021/ja01185a048

Upstream product

• 57242-69-0 2,3-dihydro-4H-thiopyran-4-one 
• 17396-35-9 1,1-dioxotetrahydrothiopyran-4-one 
• 162467-21-2 3-Bromo-2,3,5,6-tetrahydrothiopyran-4-one 1,1-dioxide 
• 4131-74-2 Dimethyl 3,3'-thiodipropionate 
• 4160-61-6 3-methoxycarbonyltetrahydropyran-4-one 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 408314-20-5 3,5-dibromo-1,1-dioxo-tetrahydro-1λ⁶-thiopyran-4-one 
• 127-09-3 sodium acetate 
• 67-64-1 acetone 
• 1003-41-4 4H-thiopyran-4-one 
• 57321-26-3 2,3-dihydro-4H-thiin-4-one 1,1-dioxide 
• 1120-94-1 thiopyran-4-thione 

Downstream Products

• 17396-35-9 1,1-dioxotetrahydrothiopyran-4-one 

Relevant articles and documents

Syntheses of 4H-thiopyran-4-one 1,1-dioxides as precursors to sulfone-containing analogues of tetracyanoquinodimethane

Synthetic routes to the unsubstituted 4H-thiopynan-4-one 1,1-dioxide (5a), 2,6-dialkyl-substituted, 2-aryl- or 2-heteroaryl-6-alkyl-substituted, 2,6-diaryl- or diheteroaryl-substituted, and 2-heteroaryl-6-aryl-substituted 4H-thiopyran-4-one 1,1-dioxides 5b-s are described. Sodium hydrosulfide hydrate in buffered aqueous alcohol can be used as a substitute for hydrogen sulfide gas for the introduction of sulfur to methyl acrylate, to 1,5-disubstituted-1,4-pentadien-3-ones 13, or to 1,5-disubstituted-1,4-pentadiyn-3-ones 17. The double dehydrogenation of 2,3,5,6-tetrahydrothiopyran-4-one 1,1-dioxides 13 with iodine-DMSO-sulfuric acid gives thiopyran-4-one 1,1-dioxides 5 in good yield and small amounts of 1,4-pentadien-3-ones 13. 2,3,5,6-Tetrahydrothiopyran-4-one 1,1-dioxide (9) and 5,6-dihydrothiopyran-4-one 1,1-dioxide (12), which lack aryl or heteroaryl substituents, give poor yields of 4H-thiopyran-4-one 1,1-dioxide (5a) with iodine-DMSO-sulfuric acid.