40316-60-7

Basic information

• Product Name: THIOCHROMAN-4-OL
• Synonyms: THIOCHROMAN-4-OL;2,3-DIHYDRO-4H-1-BENZOTHIOPYRAN-4-OL;3,4-dihydro-2H-1-benzothiopyran-4-ol
• CAS NO: 40316-60-7
• Molecular Formula: C₉H₁₀OS
• Molecular Weight: 166.24
• EINECS: 254-880-8
• Mol File: 40316-60-7.mol
• Article Data: 40

Chemical Properties

• Melting Point: 67-68 °C
• Boiling Point: 289.8°Cat760mmHg
• Flash Point: 141.3°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 0.000995mmHg at 25°C
• Refractive Index: 1.646
• PKA: 13.79±0.20(Predicted)
• CAS DataBase Reference: THIOCHROMAN-4-OL(CAS DataBase Reference)
• NIST Chemistry Reference: THIOCHROMAN-4-OL(40316-60-7)
• EPA Substance Registry System: THIOCHROMAN-4-OL(40316-60-7)

Safety Data

• Hazardous Substances Data: 40316-60-7(Hazardous Substances Data)

Usage

General Description

Thiochroman-4-ol is a chemical compound that belongs to the thiochroman family, which is characterized by a sulfur atom in its ring structure. It is also known as 4-thiochromanol and is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. Thiochroman-4-ol has potential applications in drug discovery and development due to its diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Its unique molecular structure makes it a valuable starting material for the production of novel compounds with therapeutic potential. Additionally, thiochroman-4-ol has been investigated for its potential use in the fragrance and flavor industry due to its aromatic properties.

InChI:InChI=1/C9H10OS/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4,8,10H,5-6H2

Upstream product

• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 40316-60-7 (S)-3,4-dihydro-2H-thiochromen-4-ol 
• 76-86-8 Triphenylsilyl chloride 
• 94442-86-1 thiochroman-4-yl acetate 
• 108-05-4 vinyl acetate 

Downstream Products

• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 254-37-5 2H-thiochromene 
• 254-36-4 4H-thiochromene 
• 40316-60-7 (R)-3,4-dihydro-2H-thiochromen-4-ol 
• 40316-60-7 (S)-3,4-dihydro-2H-thiochromen-4-ol 
• 1313511-66-8 C₂₇H₂₄OSSi 
• 90-15-3 α-naphthol 
• 106-44-5 p-cresol 
• 94442-86-1 thiochroman-4-yl acetate 

Relevant articles and documents

Studies on the intramolecular oxa-Pictet-Spengler rearrangement of 5-aryl-1,3-dioxolanes to 4-hydroxy-isochromans

The success and stereochemical outcome of the TiCl4-promoted oxa-Pictet-Spengler cyclization of 5-aryl-1,3-dioxolanes to produce 1,3-disubstituted-4-hydroxy-isochromans, is influenced by the length and nature of the side chains bound to C-2 and C-4 of the dioxolane. Methyl groups yield a mixture of 4-hydroxy-isochromans in which the 1,3-trans diastereomer predominates, while bulkier substituents give 1,3-cis diastereomers. Functional groups in the C-2 side chain of the dioxolane ring may hinder cyclization by complexation with the promoter.

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Mechanochemical, Water-Assisted Asymmetric Transfer Hydrogenation of Ketones Using Ruthenium Catalyst

Asymmetric catalytic reactions are among the most convenient and environmentally benign methods to obtain optically pure compounds. The aim of this study was to develop a green system for the asymmetric transfer hydrogenation of ketones, applying chiral Ru catalyst in aqueous media and mechanochemical energy transmission. Using a ball mill we have optimized the milling parameters in the transfer hydrogenation of acetophenone followed by reduction of various substituted derivatives. The scope of the method was extended to carbo- and heterocyclic ketones. The scale-up of the developed system was successful, the optically enriched alcohols could be obtained in high yields. The developed mechanochemical system provides TOFs up to 168 h?1. Our present study is the first in which mechanochemically activated enantioselective transfer hydrogenations were carried out, thus, may be a useful guide for the practical synthesis of optically pure chiral secondary alcohols.