Methyl thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl thiophene-2-carboxylate
• CAS No.: 5380-42-7
• Molecular Formula: C6H6 O2 S
• Molecular Weight: 142.178
• Hs Code.: 2934999090
• European Community (EC) Number: 226-371-0
• NSC Number: 19879
• DSSTox Substance ID: DTXSID00202082
• Nikkaji Number: J45.103G
• Wikidata: Q27455460
• Metabolomics Workbench ID: 44009
• Mol file: 5380-42-7.mol

Synonyms:Methyl thiophene-2-carboxylate;5380-42-7;Methyl 2-thiophenecarboxylate;Methyl thenoate;methylthiophene-2-carboxylate;2-Thiophenecarboxylic acid, methyl ester;2-(Carbomethoxy)thiophene;2-Thiophenecarboxylic acid methyl ester;2-(Methoxycarbonyl)thiophene;Thiophenate methyl;Thiophenate-methyl;Methyl-2-thiophene carboxylate;EINECS 226-371-0;MFCD00016895;Thiophene-2-carboxylic acid methyl ester;methyl 2-thiophene carboxylate;SCHEMBL497126;methyl?thiophene-2-carboxylate;DTXSID00202082;CHEBI:173594;thiophene-2-carboxylic acid methyl;AMY10146;NSC19879;NSC 19879;NSC-19879;STK256650;Methyl thiophene-2-carboxylate, 97%;AKOS000278532;MS-8967;SDCCGMLS-0066268.P001;SY048432;CS-0038500;FT-0628340;FT-0658906;T1139;A23196;W-105706;Q27455460;54D

Chemical Property of Methyl thiophene-2-carboxylate

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.329mmHg at 25°C
• Refractive Index: 1.5405-1.5435
• Boiling Point: 200.2°Cat760mmHg
• Flash Point: 74.9°C
• PSA: 54.54000
• Density: 1.217g/cm³
• LogP: 1.53470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• 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:

98%,99%, ^*data from raw suppliers

Methyl thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CS1

Technology Process of Methyl thiophene-2-carboxylate

There total 72 articles about Methyl thiophene-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: 97.0%

thiophene-2-carbaldehyde (98-03-3) + methanol (67-56-1) → thiophene-2-carboxylic acid methyl ester (5380-42-7)

Guidance literature:

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

thiophene-2-carbaldehyde; With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 97.0%

2-thiophenylcarboxylic acid (527-72-0) + methyl iodide (74-88-4) → thiophene-2-carboxylic acid methyl ester (5380-42-7)

Guidance literature:

2-thiophenylcarboxylic acid; With sodium t-butanolate; In dimethyl sulfoxide; for 0.166667h; Inert atmosphere;

methyl iodide; In dimethyl sulfoxide; at 0 - 20 ℃; for 18h;

DOI:10.3762/bjoc.15.287

Reference yield: 96.0%

methanol (67-56-1) + 2-thiophenylcarboxylic acid (527-72-0) → thiophene-2-carboxylic acid methyl ester (5380-42-7)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 3h;

DOI:10.1007/s00044-017-1832-y

upstream raw materials:

methanol

2-thiophenylcarboxylic acid

diazomethane

2-Iodothiophene

Downstream raw materials:

5-bromo-2-thiophenecarboxylic acid methyl ester

(5-bromothien-2-yl)methanol

Refernces

• 1、 Wang, Congcong,Zhang, Yu-Fang,Guo, Shimeng,Zhao, Quan,Zeng, Yanping,Xie, Zhicheng,Xie, Xin,Lu, Boxun,Hu, Youhong. "GPR52 Antagonist Reduces Huntingtin Levels and Ameliorates Huntington's Disease-Related Phenotypes". . p. 941 - 957. Retrieved 2020/11/30.
• 2、 Gao, Han,Li, Jia-Qi,Kang, Peng-Wei,Chigan, Jia-Zhu,Wang, Huan,Liu, Lu,Xu, Yin-Sui,Zhai, Le,Yang, Ke-Wu. "N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1". . . Retrieved 2021/07/07.