Tert-butyl thiophene-2-carboxylate

Base Information

• Chemical Name: Tert-butyl thiophene-2-carboxylate
• CAS No.: 939-62-8
• Molecular Formula: C9H12O2S
• Molecular Weight: 184.259
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30542206
• Wikidata: Q82418793
• Mol file: 939-62-8.mol

Synonyms:tert-butyl thiophene-2-carboxylate;939-62-8;thiophene-2-carboxylic acid tert-butyl ester;tert-Butylthiophene-2-carboxylate;2-Thiophenecarboxylic acid, 1,1-dimethylethyl ester;t-butyl 2-thiophenecarboxylate;SCHEMBL2203682;t-butyl thiophene-2-carboxylate;tert-butyl 2-thiophenecarboxylate;DTXSID30542206;KJHXSOOIOVLNPZ-UHFFFAOYSA-N;AKOS013212238;BS-29860;CS-0210174;F78988;J-524822

Chemical Property of Tert-butyl thiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 2.70340
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 184.05580079
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

tert-Butylthiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=CS1

Technology Process of Tert-butyl thiophene-2-carboxylate

There total 9 articles about Tert-butyl 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: 86.0%

thiophene-2-carbaldehyde (98-03-3) + di-tert-butyl peroxide (110-05-4) → thiophene-2-carboxylic acid t-butyl ester (939-62-8)

Guidance literature:

With copper(I) bromide; In hexane; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c3ra40246k

Reference yield: 72.0%

2-cyanomethylthiophene (20893-30-5) + tert.-butylhydroperoxide (75-91-2) → thiophene-2-carboxylic acid t-butyl ester (939-62-8)

Guidance literature:

In water; acetonitrile; at 60 ℃; for 16h; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ra20966a

Reference yield: 66.0%

2-thiophenylcarboxylic acid (527-72-0) + tert-butyl alcohol (75-65-0) → thiophene-2-carboxylic acid t-butyl ester (939-62-8)

Guidance literature:

With sulfuric acid; magnesium sulfate; In dichloromethane; at 25 ℃; for 18h;

DOI:10.1021/acs.organomet.1c00372

upstream raw materials:

2-Thiophenecarbonyl chloride

sodium t-butanolate

2-bromothiophene

carbon monoxide

Downstream raw materials:

2-thiophenylcarboxylic acid

isobutene