86527-10-8

Basic information

• Product Name: (1R)-1-(2-THIENYL)ETHANOL
• Synonyms: (R)-1-(2-THIENYL)ETHANOL;(R)-1-(THIOPHEN-2-YL)ETHANOL;(1R)-1-(2-THIENYL)ETHANOL;(1R)-1-(2-THIOPHENE)ETHANOL;(1R)-1-(2-THIOPHEN)ETHANOL;(1R)-ALPHA-METHYL-2-THIOPHENEMETHANOL;(1r)-α-methyl-2-thiophenemethanol;(1R)-1-(2-Thienyl)ethanol, 98%, ee 98+%
• CAS NO: 86527-10-8
• Molecular Formula: C₆H₈OS
• Molecular Weight: 128.19
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 86527-10-8.mol
• Article Data: 154

Chemical Properties

• Boiling Point: 70°C/2.25mm
• Flash Point: 70°C/2.25mm
• Appearance: /
• Density: 1.166g/cm³
• Vapor Pressure: 0.101mmHg at 25°C
• Refractive Index: 1.5460
• Storage Temp.: 2-8°C
• PKA: 13.95±0.20(Predicted)
• CAS DataBase Reference: (1R)-1-(2-THIENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-1-(2-THIENYL)ETHANOL(86527-10-8)
• EPA Substance Registry System: (1R)-1-(2-THIENYL)ETHANOL(86527-10-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 86527-10-8(Hazardous Substances Data)

Usage

General Description

(1R)-1-(2-thienyl)ethanol is a chemical compound with the molecular formula C6H8OS. It is a colorless liquid with a slightly sweet odor, and it is classified as a thienyl alcohol. (1R)-1-(2-THIENYL)ETHANOL is primarily used in the synthesis of pharmaceuticals, agrochemicals, and fragrances. It is also used as a solvent and a reagent in organic chemical reactions. Additionally, (1R)-1-(2-thienyl)ethanol has been studied for its potential antibacterial and antifungal properties, making it a promising candidate for the development of new therapeutic agents. Overall, this compound has several important applications in the fields of medicine, agriculture, and chemistry.

InChI:InChI=1/C6H8OS/c1-5(7)6-3-2-4-8-6/h2-5,7H,1H3/t5-/m1/s1

Upstream product

• 115510-91-3 1-(thien-2-yl)ethanol 
• 88-15-3 2-Acetylthiophene 
• 98-03-3 thiophene-2-carbaldehyde 
• 75-24-1 trimethylaluminum 
• 108-22-5 Isopropenyl acetate 
• 117-34-0 2,2-diphenylacetic acid 
• 544-97-8 dimethyl zinc(II) 
• 108-05-4 vinyl acetate 
• 75-16-1 methylmagnesium bromide 
• 917-54-4 methyllithium 
• 872-55-9 2-ethylthiophene 
• 97-72-3 2-Methylpropionic anhydride 
• 62889-07-0 trimethyl((1-(thiophen-2-yl)vinyl)oxy)silane 
• 4298-52-6 2-ethynyl-thiophene 

Relevant articles and documents

Practical access to (S)-heterocyclic aromatic acetates via CAL-B/Na2CO3-deacylation and Mitsunobu reaction protocol

Herein, we report the preparation of enantiomerically pure forms of 2,3-dihydrobenzofuran-3-ol (1), chroman-4-ol (2), thiochroman-4-ol (3), 1-(furan-2-yl) ethanol (5) and 1-(thiophen-2-yl) ethanol (6), through a kinetic resolution catalysed by Candida antarctica lipase B/Na2CO3 hydrolysis sequence in organic media. The (R)-furnished alcohols and the (S)-remained acetates are recovered enantiopures (ee?>99%, E???200, Conv = 50%). Those ideal enzymatic kinetic resolution (EKRs) are well incorporated to the Mitsunobu inversion protocol in a one pot procedure to give (S)-heterocyclic acetates (1a–3a) in good to high enantiomeric excess (88%–92% ee). Whilst, the (S)-heteroaromatic acetates (5a and 6a) are given with moderate enantiomeric excess (51%–62% ee). All the (S)-acetates are given in good isolated chemical yields (>80%) allowing to overcome the maximum of 50% yield which could be usually reached in a regular kinetic resolution processes.

Ruthenium-catalyzed hydrogenation of aromatic ketones using chiral diamine and monodentate achiral phosphine ligands

The Ru-catalyzed asymmetric hydrogenation of ketones with chiral diamine and monodentate achiral phosphine has been developed. A wide range of ketones were hydrogenated to afford the corresponding chiral secondary alcohols in good to excellent enantioselectivities (up to 98.1% ee). In addition, an appropriate mechanism for the asymmetric hydrogenation was proposed and verified by NMR spectroscopy.

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.