5-(Difluoromethyl)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(Difluoromethyl)thiophene-2-carboxylic acid
• CAS No.: 189330-23-2
• Molecular Formula: C₆H₄F₂O₂S
• Molecular Weight: 178.159
• European Community (EC) Number: 872-613-9
• ChEMBL ID: CHEMBL4295194
• Mol file: 189330-23-2.mol

Synonyms:5-(difluoromethyl)thiophene-2-carboxylic acid;189330-23-2;CHEMBL4295194;MFCD20658307;2-Thiophenecarboxylic acid, 5-(difluoromethyl)-;SCHEMBL8630679;AMY7093;BDBM50467722;AKOS024058279;BS-27639;SY306605;5-difluoromethyl-2-thiophenecarboxylic acid;DB-100085;5-(difluoromethyl)thiophene-2-carboxylicacid;CS-0212762;5-(Difluoromethyl)-2-thiophenecarboxylic acid;EN300-624298;F1913-0087

Chemical Property of 5-(Difluoromethyl)thiophene-2-carboxylic acid

Chemical Property:

• Boiling Point: 298.6±40.0 °C(Predicted)
• PKA: 3.19±0.10(Predicted)
• PSA: 65.54000
• Density: 1.492±0.06 g/cm3(Predicted)
• LogP: 2.38390
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 177.99000686
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

5-(Difluoromethyl)thiophene-2-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=C1)C(=O)O)C(F)F

Technology Process of 5-(Difluoromethyl)thiophene-2-carboxylic acid

There total 4 articles about 5-(Difluoromethyl)thiophene-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:

ethyl 5-(difluoromethyl)-thiophene-2-carboxylate (1575820-69-7) → 5-(difluoromethyl)thiophene-2-carboxylic acid (189330-23-2)

Guidance literature:

ethyl 5-(difluoromethyl)-thiophene-2-carboxylate; With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

With hydrogenchloride; at 5 - 10 ℃; pH=5 - 6;

Reference yield:

methyl 5-(difluoromethyl)thiophene-2-carboxylate + diethylaminosulfur trifluoride [DAST] + sodium hydrogencarbonate (144-55-8) + 5-formyl-thiophene-2-carboxylic acid methyl ester (67808-64-4) → 5-(difluoromethyl)thiophene-2-carboxylic acid (189330-23-2)

Guidance literature:

With sodium hydroxide; In methanol; dichloromethane; water;

Reference yield:

Ethyl thiophene-2-carboxylate (2810-04-0) → 5-(difluoromethyl)thiophene-2-carboxylic acid (189330-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hexamethylenetetramine / 3 h / 90 °C / Microwave irradiation

2.1: diethylamino-sulfur trifluoride / dichloromethane / 4 h / 20 °C

3.1: water; sodium hydroxide / methanol / 2 h / 20 °C

3.2: 5 - 10 °C / pH 5 - 6

With diethylamino-sulfur trifluoride; hexamethylenetetramine; water; sodium hydroxide; In methanol; dichloromethane;

upstream raw materials:

sodium hydrogencarbonate

5-formyl-thiophene-2-carboxylic acid methyl ester

Ethyl thiophene-2-carboxylate

2-ethoxycarbonyl-thiophene-5-carboxaldehyde