5-Methylthiophene-3-carboxylic acid

Base Information

• Chemical Name: 5-Methylthiophene-3-carboxylic acid
• CAS No.: 19156-50-4
• Molecular Formula: C6H6O2S
• Molecular Weight: 142.178
• Hs Code.: 2934999090
• European Community (EC) Number: 833-288-9
• DSSTox Substance ID: DTXSID90172684
• Nikkaji Number: J59.662K
• Wikidata: Q83042774
• Pharos Ligand ID: GKVG4GUAZKPW
• ChEMBL ID: CHEMBL4276865
• Mol file: 19156-50-4.mol

Synonyms:5-methylthiophene-3-carboxylic acid;19156-50-4;3-Thiophenecarboxylic acid, 5-methyl-;5-Methyl-thiophene-3-carboxylic acid;5-Methyl-3-thiophenecarboxylic acid;BRN 0002475;MFCD01680229;CHEMBL4276865;2-Methylthiophene-4-carboxylic acid;5-18-06-00217 (Beilstein Handbook Reference);SCHEMBL131281;DTXSID90172684;5-methylthiophene-3-carboxylicacid;HMS1698A14;BDBM50467728;STK349060;AKOS000308309;PB14265;PS-5550;NCGC00340357-01;BL001054;SY014238;LS-153028;BB 0253278;CS-0054889;FT-0678374;EN300-62620;AB01333071-02;5-methyl-thiophene-3-carboxylic acid, AldrichCPR;W-206412;Z979749380

Chemical Property of 5-Methylthiophene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00258mmHg at 25°C
• Melting Point: 131-132 °C
• Refractive Index: 1.59
• Boiling Point: 274.7 °C at 760 mmHg
• PKA: 4.30±0.10(Predicted)
• Flash Point: 120 °C
• PSA: 65.54000
• Density: 1.319 g/cm³
• LogP: 1.75470
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.00885060
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

5-Methylthiophene-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CS1)C(=O)O

Technology Process of 5-Methylthiophene-3-carboxylic acid

There total 7 articles about 5-Methylthiophene-3-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: 93.32%

methyl 5-methyl-3-thiophenecarboxylate (88770-18-7) → 5-methyl-thiophene-3-carboxylic acid (19156-50-4)

Guidance literature:

With water; sodium hydroxide; In methanol; at 65 ℃; for 0.75h;

Reference yield: 54.0%

4-bromo-2-methylthiophene (29421-92-9) + carbon dioxide (124-38-9,18923-20-1) → 5-methyl-thiophene-3-carboxylic acid (19156-50-4)

Guidance literature:

4-bromo-2-methylthiophene; With n-butyllithium; In hexane; Dimethyl ether; at -70 ℃; for 1h;

carbon dioxide; In Dimethyl ether; at -70 ℃; for 0.5h;

DOI:10.1002/jhet.5570390124

Reference yield:

4-bromo-2-methylthiophene (29421-92-9) → 5-methyl-thiophene-3-carboxylic acid (19156-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine / dimethyl sulfoxide / 70 °C / 1551.49 Torr

2: sodium hydroxide; water / methanol / 0.75 h / 65 °C

With 1,3-bis-(diphenylphosphino)propane; water; palladium diacetate; triethylamine; sodium hydroxide; In methanol; dimethyl sulfoxide;

upstream raw materials:

4-iodo-2-methyl-thiophene

4-bromo-2-methylthiophene

carbon dioxide

2-Methylthiophene

Downstream raw materials:

3-[4-(2,8-dimethylthieno[2,3-b][1,5]benzoxazepin-4-yl)piperazin-1-yl]-2,2-dimethylpropanoic acid 4-methylbenzenesulfonic acid

(5-methylthiophen-3-yl)methanol

2-methyl-4-thiophenecarboxaldehyde

tert-butyl [5-methoxy-2-(2-oxo-2-thiophen-3-ylethyl)phenyl]carbamate

Refernces

• 1、 Kohara, Toshiyuki,Tanaka, Hiroshi,Kimura, Koreichi,Horiuchi, Hideki,Seio, Kohji,Arita, Masafumi,Fujimoto, Tetsuya,Yamamoto, Iwao. "Synthesis of thieno[2,3-b][1,5]benzoxazepine derivatives". . p. 163 - 171. Retrieved 2007/10/03.