100277-27-8

Basic information

• Product Name: 2H-Thiopyran-4-methanol, tetrahydro-
• Synonyms: 2H-Thiopyran-4-methanol, tetrahydro-;tetrahydrothiopyran-4-ylmethanol;(Tetrahydro-2H-thiopyran-4-yl)methanol;4-(Hydroxymethyl)tetrahydro-2H-thiopyran;Tetrahydrothiopyran-4-Methanol;Tetrahydrothiodyran-4-ylMethanol;PentaMethylenesulfide-4-carbinol;(Tetrahydro-2H-thiopyran-4-yl)methanol, 4-(Hydroxymethyl)thiane
• CAS NO: 100277-27-8
• Molecular Formula: C₆H₁₂OS
• Molecular Weight: 132.22
• Mol File: 100277-27-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 233.4°Cat760mmHg
• Flash Point: 114.2°C
• Appearance: /
• Density: 1.061g/cm³
• Vapor Pressure: 0.0104mmHg at 25°C
• Refractive Index: 1.513
• PKA: 14.83±0.10(Predicted)
• CAS DataBase Reference: 2H-Thiopyran-4-methanol, tetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Thiopyran-4-methanol, tetrahydro-(100277-27-8)
• EPA Substance Registry System: 2H-Thiopyran-4-methanol, tetrahydro-(100277-27-8)

Safety Data

• Hazardous Substances Data: 100277-27-8(Hazardous Substances Data)

Usage

General Description

2H-Thiopyran-4-methanol, tetrahydro- is a chemical compound with the molecular formula C6H12OS. It is a colorless liquid with a molecular weight of 132.22 g/mol. 2H-Thiopyran-4-methanol, tetrahydro- is a member of the thiopyran family and is used in various fields such as pharmaceuticals, synthetic chemistry, and as a building block in organic synthesis. Its unique structure and properties make it an important intermediate in the production of various organic compounds. This chemical has potential applications in the development of new drugs, agrochemicals, and materials.

InChI:InChI=1/C6H12OS/c7-5-6-1-3-8-4-2-6/h6-7H,1-5H2

Upstream product

• 856939-74-7 tetrahydro-thiopyran-4-carboxylic acid ethyl ester 
• 89489-53-2 tetrahydro-2H-thiopyran-4-carboxylic acid 
• 50675-19-9 4-thianylcarbaldehyde 
• 50-00-0 formaldehyd 
• 281204-90-8 4-iodotetrahydro-2H-thiopyran 
• 195503-40-3 tetrahydro-2H-thiopyrane-4-carbonitrile 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 857778-39-3 4-bromo-2-(2-bromo-ethyl)-butyric acid ethyl ester 
• 128094-81-5 methyl 4-bromo-2-(2-bromoethyl)butanoate 
• 128094-79-1 4-bromo-2-(2-hydroxyethyl)butyric acid 
• 5382-77-4 tetrahydro-pyran-4,4-dicarboxylic acid diethyl ester 
• 128094-80-4 4-bromo-2-(2-bromoethyl)butanoic acid 
• 5337-04-2 tetrahydro-4H-pyran-4,4-dicarboxylic acid 
• 5337-03-1 tetrahydro-2H-pyran-4-carboxylic acid 

Downstream Products

• 50675-19-9 4-thianylcarbaldehyde 
• 928149-12-6 (1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methyl 4-methylbenzenesulfonate 
• 1276056-87-1 4-(bromomethyl)thiane 

Relevant articles and documents

Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow

Cheap and readily available aqueous formaldehyde was used as a formylating reagent in a homologation reaction with nonstabilized diazo compounds, enabled by UV photolysis of bench-stable oxadiazolines in a flow photoreactor. Various aliphatic aldehydes were synthesized along with the corresponding derivatized alcohols and benzimidazoles. No transition-metal catalyst or additive was required to affect the reaction, which proceeded at room temperature in 80 min.

Discovery of potent and orally bioavailable heterocycle-based cannabinoid CB1 receptor agonists

Novel 3-(1H-indol-3-yl)-1,2,4-oxadiazoles and -thiadiazoles were synthesized and found to be potent CB1 cannabinoid receptor agonists. The oral bioavailability of these compounds could be dramatically improved by optimization studies of the side chains attached to the indole and oxadiazole cores, leading to identification of a CB1 receptor agonist with good oral activity in a range of preclinical models of antinociception and antihyperalgesia.

Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon

Radical hydroxymethylation using formaldehyde as a C1 synthon is challenging due to the reversible and endothermic nature of the addition process. Here we report a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive. Halogen-atom transfer (XAT) from α-aminoalkyl radicals is leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde is rendered irreversible by trapping the transient O-radical with PPh3. This event delivers a phosphoranyl radical that re-generates the alkyl radical and provides the hydroxymethylated product.