1-Benzothiophene-3-carboxylic acid

Base Information

• Chemical Name: 1-Benzothiophene-3-carboxylic acid
• CAS No.: 5381-25-9
• Molecular Formula: C9H6 O2 S
• Molecular Weight: 178.211
• Hs Code.: 29339900
• Mol file: 5381-25-9.mol

Synonyms:1-Benzothiophene-3-carboxylicacid; 3-Benzothiophenecarboxylic acid; Thionaphthene-3-carboxylic acid

Chemical Property of 1-Benzothiophene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 174-176 ºC
• Refractive Index: 1.717
• Boiling Point: 376.2°Cat760mmHg
• PKA: 3.35±0.10(Predicted)
• Flash Point: 181.3°C
• PSA: 65.54000
• Density: 1.419g/cm³
• LogP: 2.59950
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

1-Benzothiophene-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzo[b]thiophene-3-carboxylic acid is used as organic chemical synthesis intermediate.

Technology Process of 1-Benzothiophene-3-carboxylic acid

There total 7 articles about 1-Benzothiophene-3-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: 65.5%

3-Bromothianaphthene (7342-82-7) + carbon monoxide (201230-82-2) → benzo[b]thiophene-3-carboxylic acid (5381-25-9) + methyl benzothiophene-3-carboxylate (22913-25-3)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 48h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

Reference yield: 30.0%

3-iodobenzo[b]thiophene (36748-88-6) + methyl iodide (74-88-4) → 3-acetylbenzothiophene (1128-05-8) + benzo[b]thiophene-3-carboxylic acid (5381-25-9) + Benzo[b]thiophene (95-15-8,11095-43-5)

Guidance literature:

With sodium hydroxide; carbon monoxide; cetyltrimethylammonim bromide; In water; benzene; at 20 ℃; for 20h; under 760 Torr;

Reference yield: 13.0%

3-iodobenzo[b]thiophene (36748-88-6) → 3-acetylbenzothiophene (1128-05-8) + benzo[b]thiophene-3-carboxylic acid (5381-25-9)

Guidance literature:

With sodium hydroxide; carbon monoxide; methyl iodide; cetyltrimethylammonim bromide; In water; benzene; at 20 ℃; for 20h; under 760 Torr;

upstream raw materials:

trifluoroacetyl chloride

Benzo[b]thiophene

methanol

3-Bromothianaphthene

Downstream raw materials:

methyl benzothiophene-3-carboxylate

benzo[b]thiophen-3-yl methanol

benzothiophene-3-carbonyl chloride

2,3-Dihydrobenzothiophene-3-carboxylic acid

Refernces

• 1、 Marchal, Joel,Bodiguel, Jacques,Fort, Yves,Caubere, Paul. "A New Indirect Application of Aggregative Activation: Synthesis of Esters by Cobalt-Catalyzed Carbonylation of Aryl, Heterocyclic, and Vinyl Halides under Atmospheric Pressure". . p. 8336 - 8340. Retrieved 2007/10/02.
• 2、 Bonjouklian, R.. "A DIRECT SYNTHESIS OF BENZYLTHIOPHENE-3-CARBOXYLIC ACID FROM BENZOTHIOPHENE". . p. 711 - 714. Retrieved 2007/10/02.