3-Hydroxybenzothiophene

Base Information

• Chemical Name: 3-Hydroxybenzothiophene
• CAS No.: 520-72-9
• Molecular Formula: C8H6OS
• Molecular Weight: 150.201
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70199970
• Nikkaji Number: J25.399E
• Wikidata: Q72483277
• ChEMBL ID: CHEMBL3311419
• Mol file: 520-72-9.mol

Synonyms:3-Hydroxybenzothiophene;520-72-9;benzo[b]thiophen-3-ol;1-Benzothiophen-3-ol;Benzothiophen-3-ol;BENZO(b)THIOPHENE-3-OL;3-Hydroxythianaphthene;BRN 0114954;Benzo[b]thiophene-3-ol;5-17-04-00188 (Beilstein Handbook Reference);Thioindoxyl;1-Benzothiophen-3-ol #;3-hydroxybenzo[b]thiophene;SCHEMBL276823;CHEMBL3311419;DTXSID70199970;AKOS003611445;benzothiophen-3-ol;Benzo[b]thiophen-3-ol;LS-41270;CS-0453212;FT-0632278;A828913

Chemical Property of 3-Hydroxybenzothiophene

Chemical Property:

• Vapor Pressure: 0.000585mmHg at 25°C
• Refractive Index: 1.727
• Boiling Point: 301.6 °C at 760 mmHg
• PKA: 9.15±0.40(Predicted)
• Flash Point: 136.2 °C
• PSA: 48.47000
• Density: 1.347 g/cm³
• LogP: 2.60690
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.01393598
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]thiophen-3-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)O

Technology Process of 3-Hydroxybenzothiophene

There total 35 articles about 3-Hydroxybenzothiophene 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: 53.0%

methyl 2-(methylthio)benzoate (3704-28-7) → 3-hydroxybenzothiophene (520-72-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → 1-benzothiophen-6-ol (19301-39-4) + benzo[b]thiophen-5-ol (19301-35-0) + benzo[b]-2,3-dihydrothiophen-2-one (496-31-1) + 4-hydroxybenzothiophene (3610-02-4) + 3-hydroxybenzothiophene (520-72-9) + thioindoxyl (130-03-0)

Guidance literature:

With dinitrogen monoxide; In water; at 30 ℃; Product distribution; Rate constant; Mechanism; Irradiation; K₃Fe(CN)6, or NaOH were added;

DOI:10.1021/j150614a029

Reference yield:

2-acetyl-3-oxo-2,3-dihydro-benzo[b]thiophene-2-carboxylic acid → 3-hydroxybenzothiophene (520-72-9) + trans-thioindigo (3844-31-3)

Guidance literature:

beim Umkrystallisieren;

upstream raw materials:

(o-carboxyphenyl)thioacetic acid

3-hydroxy-benzo[b]thiophene-2-carboxylic acid

aniline

tetrachloromethane

Downstream raw materials:

3-Acetoamidobenzothiophene

2-((Ξ)-5t-phenyl-penta-2t,4-dienylidene)-benzo[b]thiophen-3-one

(4-acetyl-phenylsulfanyl)-acetic acid

2-(2-oxo-acenaphthen-1-ylidene)-benzo[b]thiophen-3-one

Refernces

• 1、 -. "Tubulin binding ligands and corresponding prodrug constructs". . . Retrieved 2008/06/13.
• 2、 Feng, Paul Y.,Patel, Kundan,Kaplan, Louis,Matheson, Max S.. "γ-Radiolysis of Aqueous Benzothiophene Solutions". . p. 2098 - 2103. Retrieved 2007/10/02.