1-Benzothiophen-5-ylmethanol

Base Information

• Chemical Name: 1-Benzothiophen-5-ylmethanol
• CAS No.: 20532-34-7
• Molecular Formula: C₉H₈OS
• Molecular Weight: 164.228
• Hs Code.: 2934999090
• European Community (EC) Number: 803-243-8
• DSSTox Substance ID: DTXSID10383674
• Wikidata: Q82175464
• ChEMBL ID: CHEMBL4226982
• Mol file: 20532-34-7.mol

Synonyms:1-benzothiophen-5-ylmethanol;20532-34-7;Benzo[b]thiophen-5-ylmethanol;Benzo[b]thiophene-5-methanol;1-benzothien-5-ylmethanol;5-hydroxymethylbenzothiophene;1-Benzothiophene-5-ylmethanol;SCHEMBL202744;1-Benzothiophen-5-yl methanol;(1-benzothiophen-5-yl)methanol;5-hydroxymethylbenzo[b]thiophene;CHEMBL4226982;DTXSID10383674;JSYSQUAJOCDMJW-UHFFFAOYSA-N;MFCD04972640;AKOS003237336;AB91408;1-benzothiophen-5-ylmethanol, AldrichCPR;AS-50470;CS-0052635;FT-0694369;P10310;EN300-3467354;A879573;W-206530

Chemical Property of 1-Benzothiophen-5-ylmethanol

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Melting Point: 91 °C
• Refractive Index: 1.698
• Boiling Point: 324 °C at 760 mmHg
• PKA: 14.30±0.10(Predicted)
• Flash Point: 149.8 °C
• PSA: 48.47000
• Density: 1.294 g/cm³
• LogP: 2.39360
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.02958605
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%Min ^*data from raw suppliers

1-benzothiophen-5-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 22-24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CS2)C=C1CO

Technology Process of 1-Benzothiophen-5-ylmethanol

There total 5 articles about 1-Benzothiophen-5-ylmethanol 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: 37.0%

5-bromomethyl-benzo[b]thiophene (10133-22-9) → 5-(hydroxymethyl)benzothiophene (20532-34-7) + benzo[b]thiophene-5-carbaldehyde (10133-30-9) + sodium; benzo[b]thiophen-5-yl-methanesulfonate

Guidance literature:

With sodium sulfite; In ethanol;

DOI:10.1081/SCC-120015818

Reference yield:

benzo[b]thiophene-5-carboxylic acid (2060-64-2) → 5-(hydroxymethyl)benzothiophene (20532-34-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield:

5-bromobenzo[b]thiophene (4923-87-9) → 5-(hydroxymethyl)benzothiophene (20532-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere

2: lithium hydroxide; water / 2 h / 120 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

5-bromomethyl-benzo[b]thiophene

5-bromobenzo[b]thiophene

benzo[b]thiophene-5-carbonitrile

benzo[b]thiophene-5-carboxylic acid

Downstream raw materials:

benzo[b]thiophene-5-carbaldehyde

Refernces

• 1、 -. "NOVEL BENSOPHENONE DERIVATIVES OR SALTS THEREOF". Page 130. . Retrieved 2010/02/07.