103669-00-7

Basic information

• Product Name: 3-(2-Thienyl)benzyl alcohol
• Synonyms: RARECHEM AL BD 1446;(3-THIEN-2-YLPHENYL)METHANOL;AKOS BAR-1365;[3-(2-THIENYL)PHENYL]METHANOL;(3-Thien-2-ylphenyl)methanol 97%;3-(2-Thienyl)benzyl alcohol;(3-thiophen-2-ylphenyl)Methanol
• CAS NO: 103669-00-7
• Molecular Formula: C₁₁H₁₀OS
• Molecular Weight: 190.26
• Product Categories: API intermediates
• Mol File: 103669-00-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 46 °C
• Boiling Point: 333 °C at 760 mmHg
• Flash Point: 155.2 °C
• Appearance: /
• Density: 1.204 g/cm³
• Vapor Pressure: 5.57E-05mmHg at 25°C
• Refractive Index: 1.622
• PKA: 14.26±0.10(Predicted)
• CAS DataBase Reference: 3-(2-Thienyl)benzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Thienyl)benzyl alcohol(103669-00-7)
• EPA Substance Registry System: 3-(2-Thienyl)benzyl alcohol(103669-00-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 103669-00-7(Hazardous Substances Data)

Usage

Description

3-(2-Thienyl)benzyl alcohol, also known as (3-Thien-2-ylphenyl)methanol, is an organic compound with a unique molecular structure that features a benzyl alcohol group attached to a thiophene ring. 3-(2-Thienyl)benzyl alcohol has been found to possess significant biological activities and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
3-(2-Thienyl)benzyl alcohol is used as a molecular conformation inducer for HIV TAR RNA, which is crucial for the binding of drug-like fragments. This application is significant in the development of new therapeutic strategies against HIV and other infectious diseases.
Used in Drug Discovery:
In the field of drug discovery, 3-(2-Thienyl)benzyl alcohol serves as a valuable tool for screening potential drug targets for infectious diseases. Its ability to induce specific conformations in biological molecules makes it a promising candidate for identifying and developing new treatments for various illnesses.

InChI:InChI=1/C11H10OS/c12-8-9-3-1-4-10(7-9)11-5-2-6-13-11/h1-7,12H,8H2

Upstream product

• 103668-90-2 2-oxatricyclo<2.2.2.0^3,5>octan-6-one 
• 35005-21-1 4-(4-Carboxy-butoxy)-benzoic acid 
• 6165-68-0 thiophene boronic acid 
• 208941-39-3 4-(4-Carboxy-butoxy)-benzoic acid 3-iodo-benzyl ester 
• 103668-95-7 6-(2-thienyl)-2-oxatricyclo<2.2.2.0^3,5>octan-6-ol 
• 57455-06-8 3-iodobenzylalcohol 
• 127118-94-9 ethyl(difluoro)(2-thienyl)silane 

Relevant articles and documents

Pd-mediated C-C and C-S bond formation on solid support: A scope and limitations study

The scope and limitations of Pd(0)-mediated coupling reactions between aromatic halides linked to a polystyrene resin and boronic acid derivatives (Suzuki coupling), aromatic and vinylic tin compounds (Stille coupling), as well as thiols are reported. For all reactions, conditions were optimized and evaluated with various reagents. In many cases, upon cleavage from the solid support, products were obtained in excellent yields. In most cases, the optimized reaction conditions are superior to those previously reported in the literature.

New Methods of Formation of Meta-Substituted Aromatic Compounds

The addition of organolithium reagents to the oxa tricyclic ketone 1 occurs stereospecifically to produce the corresponding tertiary carbinols 2a-d.When the alcohols 2a-d are treated with TiCl4, ring fragmentation and dehydration occur to produce good yields of 5,6-dihydrobenzaldehydes 3a-d.Oxidation of aldehydes 3a-d then leads to the corresponding meta-substituted benzaldehydes 4a-d.Alternatively, use of the Lewis acid Me2BBr did not stop at the dihydrobenzaldehyde stage.Tautomerization of the diene aldehydes 3a-d produced meta-substituted benzyl alcohols 7a-d or benzyl bromides 8a-d under prolonged reaction times.The addition of silica gel to the reactions accelerated the formation of the benzyl bromides.