Benzo[b]thiophen-2(3H)-one

Base Information

• Chemical Name: Benzo[b]thiophen-2(3H)-one
• CAS No.: 496-31-1
• Molecular Formula: C8H6OS
• Molecular Weight: 150.201
• European Community (EC) Number: 833-619-7
• DSSTox Substance ID: DTXSID60343687
• Nikkaji Number: J79.633F
• Wikidata: Q82115125
• Mol file: 496-31-1.mol

Synonyms:Benzo[b]thiophen-2(3H)-one;496-31-1;3H-1-benzothiophen-2-one;2,3-Dihydrobenzo[b]thiophene-2-one;benzothiophene-2-one;benzthiophene-2-one;3H-benzothiophen-2-one;3H-benzo[b]thiophen-2-one;benzo[b]thiophene-2(3H)-one;SCHEMBL1498003;1-Benzothiophen-2(3H)-one #;DTXSID60343687;2,3-dihydro-2-oxo-benzo[b]thiophen;2,3-dihydro-2-oxo-benzo[b]thiophene;AKOS005215766;A51238;Z1262255386

Chemical Property of Benzo[b]thiophen-2(3H)-one

Chemical Property:

• Melting Point: 43-44 °C
• Boiling Point: 260-264 °C(Press: 723 Torr)
• PSA: 42.37000
• Density: 1.311±0.06 g/cm3(Predicted)
• LogP: 1.86140
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.01393598
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.3% ^*data from raw suppliers

Benzo[b]thiophen-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2SC1=O
• Uses: 2,3-Dihydrobenzo[b]thiophene-2-one is a reactant used in the synthesis of merocyanines dyes.

Technology Process of Benzo[b]thiophen-2(3H)-one

There total 4 articles about Benzo[b]thiophen-2(3H)-one 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:

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:

benzo[b]thiophene-2-boronic acid (98437-23-1) → benzo[b]-2,3-dihydrothiophen-2-one (496-31-1) + Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

benzo[b]thiophene-2-boronic acid; With tetrabutylammonium perchlorate; oxygen; In acetonitrile; at 20 ℃; Electrolysis;

With sulfuric acid; water; In acetonitrile;

DOI:10.1039/b914093j

Reference yield:

3-Bromothianaphthene (7342-82-7) → benzo[b]-2,3-dihydrothiophen-2-one (496-31-1) + Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

With potassium hydroxide; ethanol; at 200 ℃;

upstream raw materials:

3-Bromothianaphthene

Benzo[b]thiophene

benzo[b]thiophene-2-boronic acid

Downstream raw materials:

[2-(5-Chloro-2-nitro-phenylsulfanyl)-phenyl]-acetic acid

Refernces

• 1、 Feng, Paul Y.,Patel, Kundan,Kaplan, Louis,Matheson, Max S.. "γ-Radiolysis of Aqueous Benzothiophene Solutions". . p. 2098 - 2103. Retrieved 2007/10/02.