4,5,6,7-Tetrahydro-1-benzothiophene-3-carboxylic acid

Base Information

• Chemical Name: 4,5,6,7-Tetrahydro-1-benzothiophene-3-carboxylic acid
• CAS No.: 19156-54-8
• Molecular Formula: C9H10 O2 S
• Molecular Weight: 182.24
• Hs Code.: 2934999090
• European Community (EC) Number: 675-212-5
• DSSTox Substance ID: DTXSID80354275
• Wikidata: Q82132322
• Mol file: 19156-54-8.mol

Synonyms:19156-54-8;4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid;4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid;4,5,6,7-Tetrahydro-benzo[b]thiophene-3-carboxylic acid;MFCD00652575;4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylicacid;SCHEMBL1121822;Benzo[b]thiophene-3-carboxylic acid, 4,5,6,7-tetrahydro-;DTXSID80354275;HMS1695K03;BBL015147;STK414922;AKOS000121736;BS-13584;SY014247;BB 0221292;CS-0060794;EU-0067957;FT-0678479;EN300-00863;3(2H)-Isoquinolinone, 1,4-dihydro-1-thioxo-;F16832;A852966;SR-01000398788;SR-01000398788-1;Z56974769;4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid, 97%;4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid, AldrichCPR;Not available;4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic Acid

Chemical Property of 4,5,6,7-Tetrahydro-1-benzothiophene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.63E-05mmHg at 25°C
• Melting Point: 179-184°C
• Boiling Point: 350.5°Cat760mmHg
• Flash Point: 165.8°C
• PSA: 65.54000
• Density: 1.317g/cm³
• LogP: 2.32510
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 182.04015073
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

4,5,6,7-Tetrahydro-1-benzothiophene-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C(=CS2)C(=O)O

Technology Process of 4,5,6,7-Tetrahydro-1-benzothiophene-3-carboxylic acid

There total 4 articles about 4,5,6,7-Tetrahydro-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: 97.0%

ethyl 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (14559-12-7) → 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (19156-54-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.5h; Heating;

DOI:10.1021/jm0205189

Reference yield:

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (4506-71-2) → 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (19156-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaNO₂; HCl / dioxane / 0.25 h / -5 °C

1.2: 54 percent / aq. H₃PO₄ / diethyl ether / 0.5 h / 0 °C

2.1: 97 percent / aq. NaOH / ethanol / 0.5 h / Heating

With hydrogenchloride; sodium hydroxide; sodium nitrite; In 1,4-dioxane; ethanol;

DOI:10.1021/jm0205189

Reference yield:

ethyl 2-diazo-4,5,6,7-tetrahydrobenzo[b]thiophene 3-carboxylate → 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid (19156-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper diacetate; ethanol / 1.5 h / 20 - 70 °C

2: potassium hydroxide; water / 40 °C

With ethanol; water; copper diacetate; potassium hydroxide;

DOI:10.1007/s10593-015-1647-z

upstream raw materials:

ethyl 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

Downstream raw materials:

N-[3-cyano-4-(4-hydroxypiperidin-1-yl)phenyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

N-[5-(4-fluorobenzyl)-1,3-thiazol-2-yl]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

2-(4,5,6,7-tetrahydrobenzo[b]thiophene-3-yl)ethanamine