2-(Thiophen-2-yl)phenol

Base Information

• Chemical Name: 2-(Thiophen-2-yl)phenol
• CAS No.: 106584-13-8
• Molecular Formula: C10H8OS
• Molecular Weight: 176.239
• Hs Code.: 2934999090
• European Community (EC) Number: 826-707-1
• DSSTox Substance ID: DTXSID90393695
• Nikkaji Number: J793.928K
• Wikidata: Q82192569
• Mol file: 106584-13-8.mol

Synonyms:2-(thiophen-2-yl)phenol;106584-13-8;2-thiophen-2-ylphenol;2-(2-THIENYL)PHENOL;2-(2-Thienyl)-phenol;2 (2-THIENYL) PHENOL;SCHEMBL1062980;DTXSID90393695;AMY39709;MFCD06801791;AKOS004114057;AS-57998;BB 0222687;CS-0060471;FT-0768433;W17135

Chemical Property of 2-(Thiophen-2-yl)phenol

Chemical Property:

• Vapor Pressure: 0.00111mmHg at 25°C
• Melting Point: 41-42 °C
• Refractive Index: 1.635
• Boiling Point: 291.5°C at 760 mmHg
• PKA: 9.38±0.30(Predicted)
• Flash Point: 130.1°C
• PSA: 48.47000
• Density: 1.235g/cm³
• LogP: 3.12070
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.9
• 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:

99.9% ^*data from raw suppliers

2-(Thiophen-2-yl)phenol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Thiophen-2-yl)phenol

There total 12 articles about 2-(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: 100.0%

thiophene boronic acid (6165-68-0) + 2-hydroxybromobenzene (95-56-7) → 2-(2'-hydroxyphenyl)thiophene (106584-13-8)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01256

Reference yield: 92.0%

cis-2-ethynylcyclopropyl-2-thienylketone → 2-(2'-hydroxyphenyl)thiophene (106584-13-8)

Guidance literature:

With pentacarbonyl(tetrahydrofuran)chromium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 17h;

DOI:10.1021/ja017037j

Reference yield: 67.0%

2-bromothiophene (1003-09-4) + 2-hydroxyphenyl boronic acid (89466-08-0) → 2-(2'-hydroxyphenyl)thiophene (106584-13-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04452

upstream raw materials:

1-methoxy-2-(1-thiophenyl)-benzene

1-Methyl-2-(2-thienylmethyl)pyridinium iodide

2-phenylthiophene

2-Methoxyphenylboronic acid

Refernces

• 1、 Mitsudo, Koichi,Kobashi, Yoshiaki,Nakata, Kaito,Kurimoto, Yuji,Sato, Eisuke,Mandai, Hiroki,Suga, Seiji. "Cu-Catalyzed Dehydrogenative C-O Cyclization for the Synthesis of Furan-Fused Thienoacenes". supporting information. p. 4322 - 4326. Retrieved 2021/06/21.
• 2、 Yamazaki, Kenji,Kawamorita, Soichiro,Ohmiya, Hirohisa,Sawamura, Masaya. "Directed ortho borylation of phenol derivatives catalyzed by a silica-supported iridium complex". supporting information; experimental part. p. 3978 - 3981. Retrieved 2010/10/21.