13042-79-0

Basic information

• Product Name: 6-methyl-3,4-dihydro-2H-thiopyran
• CAS NO: 13042-79-0
• Molecular Formula: C₆H₁₀S
• Molecular Weight: 114.2086
• Mol File: 13042-79-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 174.9°C at 760 mmHg
• Flash Point: 55°C
• Density: 0.974g/cm³
• Vapor Pressure: 1.58mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 6-methyl-3,4-dihydro-2H-thiopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-3,4-dihydro-2H-thiopyran(13042-79-0)
• EPA Substance Registry System: 6-methyl-3,4-dihydro-2H-thiopyran(13042-79-0)

Safety Data

• Hazardous Substances Data: 13042-79-0(Hazardous Substances Data)

Usage

General Description

6-methyl-3,4-dihydro-2H-thiopyran is a chemical compound with the molecular formula C6H10OS. It is a heterocyclic sulfur compound containing a six-membered ring with a sulfur atom and a methyl group attached to it. 6-methyl-3,4-dihydro-2H-thiopyran is often used in organic synthesis and chemical research. It has a slightly pungent odor and is insoluble in water but soluble in organic solvents. It is commonly employed as an intermediate in the production of various pharmaceuticals and agrochemicals. Additionally, it has potential applications in the development of new materials and as a flavor and fragrance ingredient.

Upstream product

• 16015-11-5 6-methyl-3,4-dihydro-2H-pyran 
• 109-49-9 5-Hexen-2-one 
• 77213-93-5 hex-4-yne-1-thiol 
• 13042-80-3 3,4-dihydro-2H-thiopyran 
• 74-88-4 methyl iodide 
• 108419-94-9 S-(5-oxohexyl) ethanethioate 

Downstream Products

• 109221-27-4 6-methyl-3,4-dihydro-2H-thiopyran-1-(toluene-4-sulfonyl imide) 

Relevant articles and documents

Synthesis of Thiospiroacetals. X-Ray Crystal Structure Determinations for (7RS,11RS)-1,4,8-Trioxa-13-thiadispiropentadecan-11-ol and (4RS,6SR)-4-p-Nitrobenzoyloxy-1,7-dithiaspiroundecane

Deprotonation of 2-phenylthiotetrahydrothiopyran 10 and addition of the epoxide 14 gave the 2-alkyltetrahydrothiopyrans 16a, b.Deprotection, followed by cyclisation using silver nitrate and triethylamine in aqueous acetonitrile, gave the monothiospiroacetals 18 and 19 (93percent), ratio 67:33.The monothiospiroacetals 29 and 30 were similarly obtained from 2-phenylthiotetrahydrothiopyran 26.The formation of dithiospiroacetals from 2-phenylthiotetrahydrothiopyrans was inefficient.However, the 2H-3,4-dihydrothiopyran 25 was alkylated using epoxides 14 and 56, and the products converted into the dithiospiroacetals 48 and 50, and 62 and 63, respectively.The 2H-dihydrothiopyran 65 was similarly alkylated using the epoxide 14, and the product taken through to provide the dithiospiroacetal 71.In each case the major product was that expected on the basis of the anomeric effect.The structures of (7RS,11RS)-1,4,8-trioxa-13-thiadispiropentadecan-11-ol 18 and the p-nitrobenzoyldithiooxyspiroacetal 49, were established by X-ray crystallography.