17396-35-9

Basic information

• Product Name: 1,1-Dioxo-tetrahydro-thiopyran-4-one
• Synonyms: 1,1-Dioxo-tetrahydro-thiopyran-4-one;1,1-DIOXO-TETRAHYDRO-1LAMBDA*6*-THIOPYRAN-4-ONE;4-Oxotetrahydro-2H-thiopyran 1,1-dioxide;Tetrahydro-4-oxo-4H-thiopyran 1,1-dioxide;4-Tetrahydrothiopyranone 1,1-dioxide;Tetrahydrothiopyran-4-one 1,1-dioxide;Tetrahydrothiopyran-4-one S,S-dioxide;4-Thiacyclohexanone dioxide
• CAS NO: 17396-35-9
• Molecular Formula: C₅H₈O₃S
• Molecular Weight: 148.18022
• EINECS: 214-015-7
• Mol File: 17396-35-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 170.0 to 174.0 °C
• Boiling Point: 385.176 °C at 760 mmHg
• Flash Point: 265.66 °C
• Appearance: /
• Density: 1.353 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1,1-Dioxo-tetrahydro-thiopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dioxo-tetrahydro-thiopyran-4-one(17396-35-9)
• EPA Substance Registry System: 1,1-Dioxo-tetrahydro-thiopyran-4-one(17396-35-9)

Safety Data

• Statements: 43
• Safety Statements: 36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 17396-35-9(Hazardous Substances Data)

Usage

General Description

1,1-Dioxo-tetrahydro-thiopyran-4-one, also known as tetrahydrothiopyran-4-one, is a heterocyclic compound with the molecular formula C5H6O3S. It is a cyclic ketone with a sulfur atom in the ring, and it can exist in two tautomeric forms. This chemical is used in the flavor and fragrance industry to add fruity and sulfurous notes to products. It has a strong, pungent odor and is commonly found in natural sources such as roasted coffee, cocoa, and beer. 1,1-Dioxo-tetrahydro-thiopyran-4-one is also used in the synthesis of pharmaceuticals and agrochemicals. However, it is important to handle this compound with care as it may be hazardous if not properly managed.

InChI:InChI=1/C5H8O3S/c6-5-1-3-9(7,8)4-2-5/h1-4H2

Upstream product

• 1072-72-6 Tetrahydrothiopyran-4-one 
• 139-33-3 edetate disodium 
• 1003-41-4 4H-thiopyran-4-one 
• 408314-20-5 3,5-dibromo-1,1-dioxo-tetrahydro-1λ⁶-thiopyran-4-one 
• 39557-51-2 diallyl 3,3'-thiodipropanoate 
• 4131-74-2 Dimethyl 3,3'-thiodipropionate 
• 4160-61-6 3-methoxycarbonyltetrahydropyran-4-one 
• 126573-42-0 3-allyloxycarbonyl-4-thianone-1,1-dioxide 
• 17396-38-2 4H-Thiopyran-4-one 1,1-dioxide 
• 111-17-1 4-thiaheptane-1,7-dioic acid 
• 126573-38-4 tetrahydrothiopyran-4-one-3-carboxylic acid allyl ester 

Downstream Products

• 87943-00-8 1,1-Dioxo-4-phenylethynyl-hexahydro-1λ⁶-thiopyran-4-ol 
• 61448-81-5 (3Z,5Z)-3,5-bis[(4-methoxyphenyl)methylene]tetrahydro-4H-thiopyran-4-one 1,1-dioxide 
• 1190044-01-9 4-(cyclopropylmethoxy)-N-(3-{[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino]methyl}-8-methylquinolin-7-yl)benzamide 
• 1190044-48-4 4-(cyclopropylmethoxy)-N-{8-methyl-3-[(1R)-1-(tetrahydro-2H-thiopyran-4-ylamino)ethyl]quinolin-7-yl}benzamide 
• 1190043-98-1 4-(cyclopropylmethoxy)-N-(3-{1-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino]ethyl}-8-methylquinolin-7-yl)benzamide 
• 693247-44-8 C₂₃H₃₀F₆N₂O₃S 
• 101942-36-3 5-benzyl-2,2-dioxo-2,3,4,5-tetrahydro-1H-2λ⁶-thiopyrano[4,3-b]indole-8-carboxylic acid 2-diethylamino-ethyl ester 
• 62826-67-9 1-oxa-6-thiaspiro[2.5]octane 6,6-dioxide 
• 38690-86-7 4-Acetoxythiacyclohexan-1,1-dioxid 

Relevant articles and documents

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Cobalt Single-Atom-Intercalated Molybdenum Disulfide for Sulfide Oxidation with Exceptional Chemoselectivity

The identification of chemoselective oxidation process en route to fine chemicals and specialty chemicals is a long-standing pursuit in chemical synthesis. A vertically structured, cobalt single atom-intercalated molybdenum disulfide catalyst (Co1-in-MoS2) is developed for the chemoselective transformation of sulfides to sulfone derivatives. The single-atom encapsulation alters the electron structure of catalyst owing to confinement effect and strong metal–substrate interaction, thus enhancing adsorption of sulfides and chemoselective oxidation at the edge sites of MoS2 to achieve excellent yields of up to 99% for 34 examples. The synthetic scopes can be extended to sulfide-bearing alkenes, alkynes, aldehydes, ketones, boronic esters, and amines derivatives as a toolbox for the synthesis of high-value, multifunctional sulfones and late-stage functionalization of pharmaceuticals, e.g., Tamiflu. The synthetic utility of cobalt single atom-intercalated MoS2, together with its reusability, scalability, and simplified purification process, renders it promising for industrial productions.

Multigram scale synthesis of 3,4- and 3,6-dihydro-2H-thiopyran 1,1-dioxides and features of their NMR spectral behavior

A new four-step synthesis of 3,4- and 3,6-dihydro-2H-thiopran-1,1-dioxides from dihydro-2H-thiopyran-3(4H)-one is reported. The title compounds are synthesized starting with oxidation of the ketone with a 30% aqueous solution of hydrogen peroxide in a mixture of AcOH-Ac2O. The keto group is then reduced by sodium borohydride followed by mesylation and elimination of methanesulfonic acid under basic conditions (pyridine for 3,4-isomer and aqueous NaOH for 3,6-isomer). This sequence is simpler, than previously known methods, uses cheaper and more readily available reagents, and leads to 2H-thiopran-1,1-dioxides on multigram scale with 64% and 74% total yields, respectively. The structure and purity of the compounds were confirmed by 2D NMR and GCMS methods. The proposed method expands the means to access functionalized cyclic sulfones as building blocks in the synthesis of combinatorial libraries of new biologically active compounds.