5-Chloro-1-benzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-Chloro-1-benzothiophene-2-carboxylic acid
• CAS No.: 13771-75-0
• Molecular Formula: C9H5 Cl O2 S
• Molecular Weight: 212.65
• Hs Code.: 2934999090
• European Community (EC) Number: 824-899-1
• DSSTox Substance ID: DTXSID30358521
• Wikidata: Q82139146
• Mol file: 13771-75-0.mol

Synonyms:5-chloro-1-benzothiophene-2-carboxylic acid;13771-75-0;5-Chlorobenzo[b]thiophene-2-carboxylic acid;5-Chloro-benzo[b]thiophene-2-carboxylic acid;MFCD01927183;5-Chlorobenzo[b]thiophene-2-carboxylicacid;SCHEMBL740202;DTXSID30358521;PKIXUVKUGMYKRU-UHFFFAOYSA-N;STL474503;AKOS005072363;ED-0730;SB33208;CS-0445721;FT-0680977;D85343;EN300-176817;J-517384;Z1269192627

Chemical Property of 5-Chloro-1-benzothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.08E-07mmHg at 25°C
• Melting Point: 256-258°
• Refractive Index: 1.719
• Boiling Point: 408.6°C at 760 mmHg
• Flash Point: 200.9°C
• PSA: 65.54000
• Density: 1.546g/cm³
• LogP: 3.25290
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 211.9698783
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

5-Chloro-1-benzothiophene-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=C(S2)C(=O)O

Technology Process of 5-Chloro-1-benzothiophene-2-carboxylic acid

There total 7 articles about 5-Chloro-1-benzothiophene-2-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: 95.0%

5-chloro-2-benzo[b]thiophenecarboxylic acid methyl ester (35212-96-5) → 5-chloro-benzo(b)thiophene-2-carboxylic acid (13771-75-0)

Guidance literature:

With potassium hydroxide; In water; for 3h; Reflux;

DOI:10.1016/j.ejmech.2019.04.024

Reference yield:

5-chlorobenzothiophene (20532-33-6) + tert.-butyl lithium (594-19-4) → 5-chloro-benzo(b)thiophene-2-carboxylic acid (13771-75-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

Reference yield:

5-chloro-2-fluorobenzaldehyde (96515-79-6) → 5-chloro-benzo(b)thiophene-2-carboxylic acid (13771-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C

2: lithium hydroxide monohydrate / water; methanol / 2 h / 75 °C

With lithium hydroxide monohydrate; potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

5-chloro-2-benzo[b]thiophenecarboxylic acid methyl ester

5-chlorobenzothiophene

tert.-butyl lithium

5-chloro-2-fluorobenzaldehyde

Downstream raw materials:

C₉H₄Cl₂OS