2-(Thiophen-3-yl)benzoic acid

Base Information

• Chemical Name: 2-(Thiophen-3-yl)benzoic acid
• CAS No.: 20608-87-1
• Molecular Formula: C11H8O2S
• Molecular Weight: 204.249
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60428362
• Nikkaji Number: J1.585.418I
• Wikidata: Q82241195
• Mol file: 20608-87-1.mol

Synonyms:2-(thiophen-3-yl)benzoic acid;20608-87-1;2-Thiophen-3-yl-benzoic acid;2-thiophen-3-ylbenzoic Acid;2-(3-thienyl)benzoic acid;2-(thiophen-3-yl)benzoicacid;2-thiophen-3-yl benzoic acid;SCHEMBL1526618;DTXSID60428362;FRQNAMNFPWSQAW-UHFFFAOYSA-N;MFCD06203605;AKOS004118611;FS-1983;BB 0223653;CS-0269544;EN300-182709;J-013462;F2167-0760

Chemical Property of 2-(Thiophen-3-yl)benzoic acid

Chemical Property:

• PSA: 65.54000
• LogP: 3.11330
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.02450067
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

2-(Thiophen-3-yl)benzoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CSC=C2)C(=O)O

Technology Process of 2-(Thiophen-3-yl)benzoic acid

There total 4 articles about 2-(Thiophen-3-yl)benzoic 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: 90.0%

methyl 2-(thiophen-3-yl)benzoate → 2-(thiophen-3-yl)benzoic acid (20608-87-1)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 90 ℃; for 2h;

DOI:10.1039/c2cc33921h

Reference yield:

2-bromobenzoic acid methyl ester (610-94-6) → 2-(thiophen-3-yl)benzoic acid (20608-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; trans-bis(triphenylphosphine)palladium dichloride / tetrahydrofuran; water / 70 °C / Inert atmosphere

2: sodium hydroxide / water; ethanol / 2 h / 90 °C

With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1002/anie.201400674

Reference yield:

Thien-3-ylboronic acid (6165-69-1) + 2-Iodobenzoyl chloride (609-67-6) → 2-(thiophen-3-yl)benzoic acid (20608-87-1)

Guidance literature:

2-Iodobenzoyl chloride; DR⁹_HMPA-CH₂OH; With dmap; TEA; In pyridine; at 20 ℃; for 36h;

Thien-3-ylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 110 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01367-3

upstream raw materials:

Thien-3-ylboronic acid

2-Iodobenzoyl chloride

2-bromobenzoic acid methyl ester

Downstream raw materials:

2-(2-(4-(diphenylamino)phenyl)-8H-indeno[2,1-b]thiophen-8-ylidene)malononitrile