Methyl 3-thiophenecarboxylate

Base Information

• Chemical Name: Methyl 3-thiophenecarboxylate
• CAS No.: 22913-26-4
• Molecular Formula: C6H6O2S
• Molecular Weight: 142.178
• Hs Code.: 29349990
• European Community (EC) Number: 628-219-2
• DSSTox Substance ID: DTXSID20341583
• Nikkaji Number: J1.396.171I
• Wikidata: Q72491484
• Mol file: 22913-26-4.mol

Synonyms:Methyl 3-thiophenecarboxylate;methyl thiophene-3-carboxylate;22913-26-4;3-Thiophenecarboxylic acid, methyl ester;3-methoxycarbonylthiophene;THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER;MFCD06203810;methyl-3-thenoate;Methyl 3-thenoate;3-Thiophenecarboxylicacid, methyl ester;3-methoxy carbonyl-thiophene;methylthiophene-3-carboxylate;SCHEMBL236021;methyl 3-thiophene carboxylate;Methyl 3-thiophenecarboxylate #;DTXSID20341583;Methyl 3-thiophenecarboxylate, 97%;thiophene-3-carboxylate methyl ester;GEO-04563;AKOS008982175;CS-W007570;PB18711;3-thiophene carboxylic acid methyl ester;DS-14554;SY019965;FT-0659612;M2627;EN300-90170;(2,5-DIMETHYL-PHENOXY)-ACETICACIDHYDRAZIDE;A816420;J-014897;J-513115

Chemical Property of Methyl 3-thiophenecarboxylate

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.487mmHg at 25°C
• Refractive Index: n20/D 1.5380(lit.)
• Boiling Point: 192.5 °C at 760 mmHg
• Flash Point: 70.2 °C
• PSA: 54.54000
• Density: 1.217 g/cm³
• LogP: 1.53470
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.00885060
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

Methyl Thiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC=C1

Technology Process of Methyl 3-thiophenecarboxylate

There total 5 articles about Methyl 3-thiophenecarboxylate 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: 80.0%

3-Bromothiophene (872-31-1) + carbon monoxide (201230-82-2) → methyl thiophene-3-carboxylate (22913-26-4) + 3-Thiophene carboxylic acid (88-13-1)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 14h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

Reference yield: 80.0%

3-Bromothiophene (872-31-1) + methanol (67-56-1) + carbon monoxide (201230-82-2) → methyl thiophene-3-carboxylate (22913-26-4) + 3-Thiophene carboxylic acid (88-13-1)

Guidance literature:

With CoCRACO; sodium tert-pentoxide; sodium hydride; In tetrahydrofuran; for 14h; Irradiation;

DOI:10.1080/00397919308011224

Reference yield: 77.5%

3-chlorothiophene (17249-80-8) + carbon monoxide (201230-82-2) → methyl thiophene-3-carboxylate (22913-26-4) + 3-Thiophene carboxylic acid (88-13-1)

Guidance literature:

With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate; In tetrahydrofuran; at 40 ℃; for 17h; under 760 Torr; Irradiation;

DOI:10.1021/jo00131a005

upstream raw materials:

3-Bromothiophene

methanol

carbon monoxide

diazomethane

Downstream raw materials:

1-(2'-hydroxy-3'-methoxymethyl-5'-methylphenyl)-3-(3-thienyl)-propane-1,3-dione

methyl 2-phenylthiophene-3-carboxylate

methyl 2-(3-nitrophenyl)thiophene-3-carboxylate

4,4-bis(4-fluorophenyl)-2-(3-thienyl)-2-imidazoline

Refernces

• 1、 Vanderesse,Marchal,Caubere. "An efficient cobalt catalyzed alkoxycarbonylation of aryl and heteroaryl halides". . p. 1361 - 1370. Retrieved 2007/10/02.