Ethyl 5-bromo-4-nitrothiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-bromo-4-nitrothiophene-2-carboxylate
• CAS No.: 2160-52-3
• Molecular Formula: C7H6BrNO4S
• Molecular Weight: 280.09600
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70596864
• Wikidata: Q82492253
• Mol file: 2160-52-3.mol

Synonyms:ethyl 5-bromo-4-nitrothiophene-2-carboxylate;2160-52-3;Ethyl5-bromo-4-nitrothiophene-2-carboxylate;SCHEMBL3878737;DTXSID70596864;QVUTZAIXJIKBLR-UHFFFAOYSA-N;MFCD12028210;STK505854;AKOS005172289;DA-33780;LS-03060;CS-0314197;ethyl 2-bromo-3-nitro-5-thiophenecarboxylate;F87683

Chemical Property of Ethyl 5-bromo-4-nitrothiophene-2-carboxylate

Chemical Property:

• PSA: 100.36000
• LogP: 3.11870
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 278.92009
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 5-bromo-4-nitrothiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(S1)Br)[N+](=O)[O-]

Technology Process of Ethyl 5-bromo-4-nitrothiophene-2-carboxylate

There total 2 articles about Ethyl 5-bromo-4-nitrothiophene-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: 75.0%

ethyl 5-bromothiophene-2-carboxylate (5751-83-7) → ethyl 5-bromo-4-nitrothiophene-2-carboxylate (2160-52-3)

Guidance literature:

With nitronium tetrafluoborate; In acetonitrile;

DOI:10.1016/j.bmcl.2003.10.067

Reference yield:

→ ethyl 5-bromo-4-nitrothiophene-2-carboxylate (2160-52-3)

Guidance literature:

2-Brom-thiophen-5-carbonsaeure-aethylester, konz. HNO3 (D: 1.42), konz. Schwefelsaeure <-5grad bis -10grad>;

DOI:10.1016/0040-4020(65)80046-1

Reference yield: 75.0%

ethyl 5-bromo-4-nitrothiophene-2-carboxylate (2160-52-3) + phenylboronic acid (98-80-6) → 4-nitro-5-phenyl-thiophene-2-carboxylic acid ethyl ester

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In methanol; toluene; at 65 ℃;

DOI:10.1016/j.bmcl.2003.10.067

upstream raw materials:

ethyl 5-bromothiophene-2-carboxylate