5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid
• CAS No.: 244126-64-5
• Molecular Formula: C₁₀H₅F₃O₂S
• Molecular Weight: 246.21
• Hs Code.: 2934999090
• European Community (EC) Number: 671-688-3
• DSSTox Substance ID: DTXSID00382414
• Wikidata: Q82173767
• Mol file: 244126-64-5.mol

Synonyms:244126-64-5;5-(trifluoromethyl)-1-benzothiophene-2-carboxylic acid;5-(Trifluoromethyl)benzo[b]thiophene-2-carboxylic acid;5-trifluoromethyl-benzo[b]thiophene-2-carboxylic acid;5-(trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid;5-(trifluoromethyl)benzothiophene-2-carboxylic Acid;MFCD03012933;5-trifluoromethylbenzo[b]thiophene-2-carboxylic acid;SCHEMBL153428;Benzo[b]thiophene-2-carboxylic acid, 5-(trifluoromethyl)-;DTXSID00382414;BBL029839;STL252023;AKOS005070520;AC-9428;SB36144;CS-0021442;FT-0680402;EN300-77978;E84058;4T-1506;A817291;AN-584/43484536;J-516446;Z1202204170

Chemical Property of 5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.07E-06mmHg at 25°C
• Melting Point: 192-194
• Refractive Index: 1.599
• Boiling Point: 369.6°Cat760mmHg
• PKA: 3.27±0.30(Predicted)
• Flash Point: 177.3°C
• PSA: 65.54000
• Density: 1.547g/cm³
• LogP: 3.61830
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 245.99623506
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

98%min ^*data from raw suppliers

5-Trifluoromethylbenzothiophene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)C=C(S2)C(=O)O
• Uses: 5-Trifluoromethylbenzothiophene-2-carboxylic Acid acts as a highly potent urotensin-II receptor antagonists.

Technology Process of 5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid

There total 2 articles about 5-(Trifluoromethyl)-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:

methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (146137-92-0) → 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (244126-64-5)

Guidance literature:

5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid methyl ester; With lithium hydroxide monohydrate; water; In methanol; at 75 ℃; for 1h;

With hydrogenchloride; In water;

Reference yield:

2-fluoro-5-trifluoromethylbenzaldehyde (146137-78-2) → 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (244126-64-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: water; lithium hydroxide monohydrate / methanol / 1 h / 75 °C

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

Reference yield:

5-(trifluoromethyl)benzo[b]thiophene-2-carboxylic acid (244126-64-5) + 4-[4-[(4-aminopiperidin-1-yl)methyl]-2-bromophenoxy]piperidine-1-carboxylic acid tert-butyl ester → N-[1-[3-bromo-4-(piperidin-4-yloxy)benzyl]piperidin-4-yl]-5-(trifluoromethyl)benzo[b]thiophene-2-carboxamide

Guidance literature:

Multi-step reaction with 2 steps

1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C

2: hydrogenchloride / water; 1,4-dioxane / 2 h / 20 °C

With hydrogenchloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.08.049

upstream raw materials:

2-fluoro-5-trifluoromethylbenzaldehyde

methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate

Refernces

• 1、 Shaaban, Saad,Li, Houhua,Otte, Felix,Strohmann, Carsten,Antonchick, Andrey P.,Waldmann, Herbert. "Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex". . p. 9199 - 9202. Retrieved 2020/11/30.
• 2、 -. "METHOD FOR PROMOTING PLANT GROWTH". . . Retrieved 2012/12/13.