Ethyl 3,5-dibromothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 3,5-dibromothiophene-2-carboxylate
• CAS No.: 62224-22-0
• Molecular Formula: C7H6Br2O2S
• Molecular Weight: 313.997
• DSSTox Substance ID: DTXSID10524868
• Nikkaji Number: J2.431.793E
• Wikidata: Q82392033
• Mol file: 62224-22-0.mol

Synonyms:ethyl 3,5-dibromothiophene-2-carboxylate;62224-22-0;SCHEMBL12483440;DTXSID10524868;CYQHUIACPXDUIL-UHFFFAOYSA-N;MFCD26387207;AKOS000276684;CS-0193023;E93031;EN300-28253987

Chemical Property of Ethyl 3,5-dibromothiophene-2-carboxylate

Chemical Property:

• Boiling Point: 130-135 °C(Press: 3 Torr)
• PSA: 54.54000
• Density: 1.895±0.06 g/cm3(Predicted)
• LogP: 3.44980
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 313.84348
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3,5-dibromothiophene-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(S1)Br)Br

Technology Process of Ethyl 3,5-dibromothiophene-2-carboxylate

There total 3 articles about Ethyl 3,5-dibromothiophene-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: 90.0%

3,5-dibromothiophene-2-carboxylic acid (7311-68-4) + ethanol (64-17-5) → ethyl 3,5-dibromothiophene-2-carboxylate (62224-22-0)

Guidance literature:

With sulfuric acid; for 6h; Heating;

DOI:10.1039/b612235c

Reference yield: 42.0%

2,5-dibromothiophen (3141-27-3) + chloroformic acid ethyl ester (541-41-3) → ethyl 3,5-dibromothiophene-2-carboxylate (62224-22-0)

Guidance literature:

2,5-dibromothiophen; With C₉H₁₈N^(1-)*Mg⁽¹⁺⁾*LiCl; In tetrahydrofuran; at 20 ℃; for 3h; Schlenk technique; Inert atmosphere;

chloroformic acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 14h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00566

Reference yield:

→ ethyl 3,5-dibromothiophene-2-carboxylate (62224-22-0)

Guidance literature:

3,5-Dibromthiophen-2-carbonsaeure, Aethanol, H2SO4;

upstream raw materials:

2,5-dibromothiophen

chloroformic acid ethyl ester

3,5-dibromothiophene-2-carboxylic acid

ethanol

Downstream raw materials:

ethyl 3-bromo-5-(4-trifluoromethylphenyl)thiophene-2-carboxylate

ethyl 3,5-bis(4-trifluoromethylphenyl)thiophene-2-carboxylate

2-(hydroxymethyl)-3,5-dibromothiophene

ethyl 5-(4-chlorophenyl)-3-(4-sulfamoylphenyl)thiophene-2-carboxylate

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