3-phenylthiophene-2-carboxylic Acid

Base Information

• Chemical Name: 3-phenylthiophene-2-carboxylic Acid
• CAS No.: 10341-88-5
• Molecular Formula: C11H8 O2 S
• Molecular Weight: 204.249
• Hs Code.: 2934999090
• European Community (EC) Number: 873-248-8
• DSSTox Substance ID: DTXSID10368865
• Nikkaji Number: J3.083.241H
• Wikidata: Q82155727
• Mol file: 10341-88-5.mol

Synonyms:3-phenylthiophene-2-carboxylic Acid;10341-88-5;3-Phenyl-2-thiophenecarboxylic Acid;2-Thiophenecarboxylic acid, 3-phenyl-;SCHEMBL1670982;DTXSID10368865;KWWGBNRBZMJKPA-UHFFFAOYSA-N;HMS1732H07;3-Phenylthiophen-2-carboxylic acid;3-phenylthiophen-2-ylcarboxylic acid;MFCD06358640;3-phenyl-thiophene-2-carboxylic acid;AKOS008967682;NCGC00323096-01;CS-0309354;FT-0673844;EN300-17774;F21032;AB01102429-03;J-000962;Z57033918

Chemical Property of 3-phenylthiophene-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0.000184mmHg at 25°C
• Boiling Point: 315.5°Cat760mmHg
• Flash Point: 144.6°C
• PSA: 65.54000
• Density: g/cm³
• LogP: 3.11330
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.02450067
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

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

3-Phenylthiophene-2-carboxylicAcid ^*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=C(SC=C2)C(=O)O
• Uses: An intermediate in the preparation of PARP inhibitors.

Technology Process of 3-phenylthiophene-2-carboxylic Acid

There total 14 articles about 3-phenylthiophene-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: 93.0%

methyl 3-phenylthiophene-2-carboxylate (21676-89-1) → 3-phenyl-thiophen-2-carboxylic acid (10341-88-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 6h; Reflux;

DOI:10.1016/j.bmc.2014.04.031

Reference yield: 92.0%

3-Phenyl-2-thiophenecarboxaldehyde (26170-85-4) → 3-phenyl-thiophen-2-carboxylic acid (10341-88-5)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 10 - 20 ℃; Inert atmosphere;

Reference yield: 91.0%

3-bromothiophene-2-carboxylic acid (7311-64-0) + phenylboronic acid (98-80-6) → 3-phenyl-thiophen-2-carboxylic acid (10341-88-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; water; at 173 ℃; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Flow reactor;

DOI:10.1021/op500074h

upstream raw materials:

3-Phenyl-2-thiophenecarboxaldehyde

bromobenzene

2-formylthiophene-3-boronic acid

carbon dioxide

Downstream raw materials:

(3-phenyl-thiophen-2-yl)-carbamic acid tert-butyl ester

1-azabicyclo[2.2.2]oct-4-yl (3-phenyl-2-thienyl)carbamate

2-(3-phenyl-thiophen-2-ylcarbamoyl)-cyclopent-1-enecarboxylic acid

methyl 3-phenylthiophene-2-carboxylate

Refernces

• 1、 Filipponi, Paolo,Ostacolo, Carmine,Novellino, Ettore,Pellicciari, Roberto,Gioiello, Antimo. "Continuous flow synthesis of thieno[2,3-c ]isoquinolin-5(4 H)-one scaffold: A valuable source of PARP-1 inhibitors". . p. 1345 - 1353. Retrieved 2014.
• 2、 Chen, Bajin,Hu, Baoxiang,Hu, Xinquan,Jin, Liqun,Li, Meichao,Shen, Zhenlu,Sun, Nan,Wang, Shengpeng,Wang, Yiqing. "Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite". . p. 261 - 266. Retrieved 2020/02/18.
• 3、 -. "New non-annulated thiophenylamides". Paragraph 0305; 0306. . Retrieved 2015/07/15.