Methyl 5-formylthiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 5-formylthiophene-2-carboxylate
• CAS No.: 67808-64-4
• Molecular Formula: C7H6O3S
• Molecular Weight: 170.189
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60356010
• Nikkaji Number: J150.332D
• Wikidata: Q72490980
• Mol file: 67808-64-4.mol

Synonyms:67808-64-4;methyl 5-formylthiophene-2-carboxylate;5-FORMYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;methyl 5-formyl-2-thiophenecarboxylate;2-Thiophenecarboxylic acid, 5-formyl-, methyl ester;5-Formyl-thiophene-2-carboxylic acid methyl ester;MFCD01859942;METHYL5-FORMYL-2-THIOPHENECARBOXYLATE;5-formyl-2-thiophenecarboxylic acid methyl ester;SCHEMBL2226671;DTXSID60356010;APNKWEPRZUSZCJ-UHFFFAOYSA-N;AKOS003657498;CS-W002832;AC-28057;DS-14667;methyl 5-methanoylthiophene-2-carboxylate;SY021708;BB 0220495;FT-0645321;EN300-1670953;2-Thiophenecarboxylic acid,5-forMyl-,Methyl ester;A835891;AI-942/25034375;J-517572;Z1198158860

Chemical Property of Methyl 5-formylthiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00088mmHg at 25°C
• Melting Point: 102℃
• Refractive Index: 1.586
• Boiling Point: 304.3 °C at 760 mmHg
• Flash Point: 137.9 °C
• PSA: 71.61000
• Density: 1.324 g/cm³
• LogP: 1.34720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 170.00376522
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl5-Formylthiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(S1)C=O

Technology Process of Methyl 5-formylthiophene-2-carboxylate

There total 13 articles about Methyl 5-formylthiophene-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: 98.0%

5-formyl-2-thiophencarboxylic acid (4565-31-5) + methyl iodide (74-88-4) → 5-formyl-thiophene-2-carboxylic acid methyl ester (67808-64-4)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1021/acs.jmedchem.0c02018

Reference yield: 76.0%

5,5-dibromomethylthiophene-2-carboxylic acid methyl ester (1001200-44-7) → 5-formyl-thiophene-2-carboxylic acid methyl ester (67808-64-4)

Guidance literature:

5,5-dibromomethylthiophene-2-carboxylic acid methyl ester; With pyridine; at 100 ℃; for 1.16667h;

With water; Further stages.;

DOI:10.1016/j.tet.2007.11.030

Reference yield: 75.0%

5-hydroxymethyl-2-thiophenecarboxylic acid methyl ester (530145-16-5) → 5-formyl-thiophene-2-carboxylic acid methyl ester (67808-64-4)

Guidance literature:

With manganese(IV) oxide; In acetone; for 48h;

upstream raw materials:

5-formyl-2-thiophencarboxylic acid

methyl iodide

5,5-dibromomethylthiophene-2-carboxylic acid methyl ester

5-hydroxymethyl-2-thiophenecarboxylic acid methyl ester

Downstream raw materials:

thiophene-2,5-dicarboxylic acid monomethyl ester

5-(difluoromethyl)thiophene-2-carboxylic acid

5-[[1-[[3-(1,1-dimethylethyl)-phenyl]sulfonyl]-3-methyl-5-trifluoromethyl-1H-indol-2-yl]-hydroxymethyl]-thiophene-2-carboxylic acid methyl ester

Refernces

• 1、 Campiani, Giuseppe,Cavella, Caterina,Osko, Jeremy D.,Brindisi, Margherita,Relitti, Nicola,Brogi, Simone,Saraswati, A. Prasanth,Federico, Stefano,Chemi, Giulia,Maramai, Samuele,Carullo, Gabriele,Jaeger, Benedikt,Carleo, Alfonso,Benedetti, Rosaria,Sarno, Federica,Lamponi, Stefania,Rottoli, Paola,Bargagli, Elena,Bertucci, Carlo,Tedesco, Daniele,Herp, Daniel,Senger, Johanna,Ruberti, Giovina,Saccoccia, Fulvio,Saponara, Simona,Gorelli, Beatrice,Valoti, Massimo,Kennedy, Breándan,Sundaramurthi, Husvinee,Butini, Stefania,Jung, Manfred,Roach, Katy M.,Altucci, Lucia,Bradding, Peter,Christianson, David W.,Gemma, Sandra,Prasse, Antje. "Harnessing the Role of HDAC6 in Idiopathic Pulmonary Fibrosis: Design, Synthesis, Structural Analysis, and Biological Evaluation of Potent Inhibitors". . p. 9960 - 9988. Retrieved 2021/07/31.
• 2、 Bergonzini, Giulia,Brandt, Peter,Fricke, Florian,Johansson, Magnus J.,K?nig, Burkhard,Schmalzbauer, Matthias,Svejstrup, Thomas D.. "Redox-Neutral Photocatalytic C?H Carboxylation of Arenes and Styrenes with CO2". . p. 2658 - 2672. Retrieved 2020/10/07.