Benzo[b]thiophene-2,3-dione

Base Information

• Chemical Name: Benzo[b]thiophene-2,3-dione
• CAS No.: 493-57-2
• Molecular Formula: C8H4 O2 S
• Molecular Weight: 164.185
• European Community (EC) Number: 663-005-2
• NSC Number: 114478
• DSSTox Substance ID: DTXSID80197760
• Nikkaji Number: J6.068B
• Wikidata: Q83070533
• ChEMBL ID: CHEMBL2204876
• Mol file: 493-57-2.mol

Synonyms:Benzo[b]thiophene-2,3-dione;493-57-2;Thionaphthenquinone;1-Benzothiophene-2,3-dione;Thioisatin;Benzo(b)thiophene-2,3-dione;2,3-Thionaphthenequinone;Thionaphthoquinone;Thianaphthenequinone;Thionaphthenequinone;NSC 114478;2,3-dihydro-1-benzothiophene-2,3-dione;Benzothiophene-2,3-dione;1-Benzothiophen-2,3-dione;2,3-Dioxo-2,3-dihydrothionaphthene;NSC114478;2,3-dihydrothionaphthene;Benzo[b]thiophen-2,3-dion;SCHEMBL95004;1-Benzothiophene-2,3-dione #;CHEMBL2204876;DTXSID80197760;STK370073;AKOS000279165;NSC-114478;Glyoxylic acid, .gamma.-(thio lactone);2,3-Dihydrobenzo[b]thiophen-2,3-dione;2,3-Dioxo-2,3-dihydrobenzo[b]thiophene;FT-0675185;Benzo[b]thiophene-2,3-dione, >=97% (GC);EN300-142629;F87623;Z1198153623;Glyoxylic acid, (o-mercaptophenyl)-, .gamma.-(thio lactone)

Chemical Property of Benzo[b]thiophene-2,3-dione

Chemical Property:

• Vapor Pressure: 0.0263mmHg at 25°C
• Melting Point: 119-121°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 247°Cat760mmHg
• Flash Point: 103°C
• PSA: 59.44000
• Density: 1.479g/cm³
• LogP: 1.50160
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 163.99320054
• Heavy Atom Count: 11
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thionaphthenquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 41-43-52
• Safety Statements: 26-36/37-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=O)S2
• Uses: benzo[b]thiophene-2,3-dione is a useful synthetic intermediate for the preparation of novel antiinflammatory agents.

Technology Process of Benzo[b]thiophene-2,3-dione

There total 2 articles about Benzo[b]thiophene-2,3-dione 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:

2-(10-oxo-10H-phenanthren-9-ylidene)-benzo[b]thiophen-3-one (69882-78-6) → benzo-[b]thiophene-2,3-dione (493-57-2) + 9,10-phenanthrenequinone (84-11-7)

Guidance literature:

bei der Ozonspaltung;

Reference yield:

ethanol (64-17-5) + trans-thioindigo (3844-31-3) → 3-hydroxybenzothiophene (520-72-9) + benzo-[b]thiophene-2,3-dione (493-57-2)

Guidance literature:

Reference yield: 96.0%

benzo-[b]thiophene-2,3-dione (493-57-2) + dimethyl(2-oxo-2-(p-tolyl)ethyl)sulfonium bromide (59255-38-8) → 3-hydroxy-2-(4-methylbenzoyl)-4H-thiochromen-4-one

Guidance literature:

With caesium carbonate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8ob00402a

upstream raw materials:

2-(10-oxo-10H-phenanthren-9-ylidene)-benzo[b]thiophen-3-one

ethanol

trans-thioindigo

Downstream raw materials:

3-(3-oxo-3H-benzo[b]thiophen-2-ylidene)-1,3-dihydro-indol-2-one

[2-(2-carboxy-ethylsulfanyl)-phenyl]-glyoxylic acid

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

2-benzoylbenzothiophene-3-carboxylic acid