Benzo[b]thiophene-4-carboxylic acid

Base Information

• Chemical Name: Benzo[b]thiophene-4-carboxylic acid
• CAS No.: 10134-95-9
• Molecular Formula: C9H6 O2 S
• Molecular Weight: 178.20774
• Hs Code.: 2934999090
• European Community (EC) Number: 808-712-0
• DSSTox Substance ID: DTXSID90359993
• Wikidata: Q72440028
• Mol file: 10134-95-9.mol

Synonyms:benzo[b]thiophene-4-carboxylic acid;10134-95-9;Benzothiophene-4-carboxylic Acid;1-benzothiophene-4-carboxylic acid;SCHEMBL2083799;DTXSID90359993;REVHWEJAHDLSTJ-UHFFFAOYSA-N;AMY40983;MFCD01929340;RB3274;AKOS000282503;BENZOTHIOPHENE-4-CARBOXYLICACID;CS-W022577;DS-2214;FS-3609;FT-0696408;EN300-223275;Z1198159167

Chemical Property of Benzo[b]thiophene-4-carboxylic acid

Chemical Property:

• Melting Point: 188-189℃
• Boiling Point: 376.2±15.0 °C(Predicted)
• PKA: 3.34±0.10(Predicted)
• PSA: 65.54000
• Density: 1.419±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.59950
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.00885060
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

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

Benzo[b]thiophene-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CSC2=C1)C(=O)O

Technology Process of Benzo[b]thiophene-4-carboxylic acid

There total 4 articles about Benzo[b]thiophene-4-carboxylic acid 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: 85.0%

→ benzothiophen-4-carboxic acid (10134-95-9)

Guidance literature:

Reference yield: 74.0%

4-bromobenzo[b]thiophene (5118-13-8) + carbon dioxide (124-38-9,18923-20-1) → benzothiophen-4-carboxic acid (10134-95-9)

Guidance literature:

4-bromobenzo[b]thiophene; With iodine; magnesium; In tetrahydrofuran; at 50 - 55 ℃; for 1.5h;

carbon dioxide; In tetrahydrofuran; at 23 ℃; for 0.25 - 0.333333h;

With hydrogenchloride; water; In tetrahydrofuran; at 0 ℃;

Reference yield: 66.0%

4-chlorobenzothiophene (66490-33-3) + carbon dioxide (124-38-9,18923-20-1) → benzothiophen-4-carboxic acid (10134-95-9)

Guidance literature:

With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; tetraethylammonium iodide; lithium acetate; cobalt(II) bromide; In N,N-dimethyl acetamide; at 100 ℃; for 12h; under 760.051 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc06451c

upstream raw materials:

6,7-dihydrobenzo[b]thiophene-4-carbonitrile

ethylene glycol

4-bromobenzo[b]thiophene

carbon dioxide

Downstream raw materials:

benzo[b]thiophene-4-carboxaldehyde

benzo[b]thiophen-4-ylmethanol

4-acetylbenzothiophen

Refernces

• 1、 -. "[4-(Benzo[B]Thiophen-2-Yl) Pyrimidin-2-Yl]-Amine Derivatives As Ikk-Beta Inhibitors For The Treatment Of Cancer And Inflammatory Diseases". Page/Page column 18. . Retrieved 2009/01/20.
• 2、 -. "Fused thiophone derivatives and drugs containing the same as the active ingredient". . . Retrieved 2008/06/13.