Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate
• CAS No.: 146137-87-3
• Molecular Formula: C₁₁H₇F₃O₂S
• Molecular Weight: 260.237
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70594800
• Wikidata: Q82489707
• Mol file: 146137-87-3.mol

Synonyms:146137-87-3;methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate;Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate;MFCD09027107;methyl 4-(trifluoromethyl)benzothiophene-2-carboxylate;Methyl4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate;SCHEMBL13736044;DTXSID70594800;AKOS005072561;Benzo[b]thiophene-2-carboxylic acid, 4-(trifluoromethyl)-, methyl ester;GA-0940;SY229499;CS-0446697;A808459;J-522263;METHYL4-(TRIFLUOROMETHYL)-1-BENZOTHIOPHENE-2-CARBOXYLATE

Chemical Property of Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate

Chemical Property:

• Melting Point: 81-83
• Refractive Index: 1.555
• Boiling Point: 312.4°Cat760mmHg
• Flash Point: 142.7°C
• PSA: 54.54000
• Density: 1.41g/cm³
• LogP: 3.70670
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 260.01188512
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=CC=C2S1)C(F)(F)F

Technology Process of Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate

There total 2 articles about Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate 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:

2-fluoro-6-(trifluoromethyl)benzaldehyde (60611-24-7) + Methyl thioglycolate (2365-48-2) → methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (146137-87-3)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMSO, 20 deg C, 15 min, 2.) DMSO, 3 min;

DOI:10.1016/S0040-4039(00)60806-7

Reference yield:

3-fluoro-trifluoromethylbenzene (401-80-9) → methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (146137-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 1 h, 2.) -78 deg C, 10 min

2: 1.) NaH / 1.) DMSO, 20 deg C, 15 min, 2.) DMSO, 3 min

With sodium hydride; lithium diisopropyl amide;

DOI:10.1016/S0040-4039(00)60806-7

Reference yield:

methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (146137-87-3) → 4-trifluoromethylbenzo[b]thiophene-2-carboxylic acid (826995-55-5)

Guidance literature:

methyl 4-(trifluoromethyl)benzothiophene-2-carboxylate; With lithium hydroxide monohydrate; water; In methanol; at 75 ℃; for 1h;

With hydrogenchloride; In water;

upstream raw materials:

2-fluoro-6-(trifluoromethyl)benzaldehyde

Methyl thioglycolate

3-fluoro-trifluoromethylbenzene

Downstream raw materials:

4-trifluoromethylbenzo[b]thiophene-2-carboxylic acid