3-(Thiophen-2-YL)phenol

Base Information

• Chemical Name: 3-(Thiophen-2-YL)phenol
• CAS No.: 29886-66-6
• Molecular Formula: C₁₀H₈OS
• Molecular Weight: 176.239
• DSSTox Substance ID: DTXSID50393696
• Nikkaji Number: J392.703B
• Wikidata: Q82192571
• ChEMBL ID: CHEMBL450605
• Mol file: 29886-66-6.mol

Synonyms:3-(THIOPHEN-2-YL)PHENOL;29886-66-6;3-thiophen-2-ylphenol;3-(2-Thienyl)phenol;CHEMBL450605;SCHEMBL1029511;BDBM25846;DTXSID50393696;MFCD06801792;AKOS004114058;hydroxyphenyl substituted thiophene, 18;BB 0222688;CS-0238034;EN300-189220

Chemical Property of 3-(Thiophen-2-YL)phenol

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.02958605
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3-(thiophen-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C2=CC=CS2

Technology Process of 3-(Thiophen-2-YL)phenol

There total 14 articles about 3-(Thiophen-2-YL)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

thiophene boronic acid (6165-68-0) + 3-Bromophenol (591-20-8) → 2-(3'-hydroxyphenyl)thiophene (29886-66-6)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate; In chloroform; water; at 80 - 100 ℃; for 0.333333h;

DOI:10.1007/s10593-014-1443-1

Reference yield: 99.0%

3-(thiophen-2-yl)cyclohex-2-en-1-one (30858-18-5) → 2-(3'-hydroxyphenyl)thiophene (29886-66-6)

Guidance literature:

With hydrogen bromide; oxygen; copper(ll) bromide; In 1,4-dioxane; water; at 20 ℃; for 10h; Sealed tube;

DOI:10.1039/c3ra43071e

Reference yield: 85.0%

2-(3-methoxyphenyl)thiophene (17595-93-6) → 2-(3'-hydroxyphenyl)thiophene (29886-66-6)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm8006917

upstream raw materials:

2-(3-methoxyphenyl)thiophene

1-(2-oxopropyl)pyridinium chloride

3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride

2-phenylthiophene

Refernces

• 1、 Xu, Li-Chen,Liu, Kun-Ming,Duan, Xin-Fang. "Iron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents". supporting information. p. 5421 - 5427. Retrieved 2019/11/14.
• 2、 Salah, Mohamed,Abdelsamie, Ahmed S.,Frotscher, Martin. "First Dual Inhibitors of Steroid Sulfatase (STS) and 17β-Hydroxysteroid Dehydrogenase Type 1 (17β-HSD1): Designed Multiple Ligands as Novel Potential Therapeutics for Estrogen-Dependent Diseases". supporting information. p. 4086 - 4092. Retrieved 2017/05/19.