2-Bromo-3,5-dinitrothiophene

Base Information

• Chemical Name: 2-Bromo-3,5-dinitrothiophene
• CAS No.: 2160-38-5
• Molecular Formula: C4HBrN2O4S
• Molecular Weight: 253.033
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10380800
• Nikkaji Number: J356.480K
• Wikidata: Q82171258
• Mol file: 2160-38-5.mol

Synonyms:2-bromo-3,5-dinitrothiophene;2160-38-5;Thiophene, 2-bromo-3,5-dinitro-;2-bromo-3,5-di-nitrothiophene;SCHEMBL11269447;DTXSID10380800

Chemical Property of 2-Bromo-3,5-dinitrothiophene

Chemical Property:

• PSA: 119.88000
• LogP: 3.37340
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 251.88404
• Heavy Atom Count: 12
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

2-BROMO-3,5-DINITROTHIOPHENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-3,5-dinitrothiophene

There total 8 articles about 2-Bromo-3,5-dinitrothiophene 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: 92.0%

2-Acetyl-5-bromothiophene (5370-25-2) → 2-bromo-3,5-dinitro-thiophene (2160-38-5)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 25 ℃;

DOI:10.1016/j.tetlet.2013.12.068

Reference yield: 78.0%

2-bromo-5-nitrothiophene (13195-50-1,76216-72-3) → 2-bromo-3,5-dinitro-thiophene (2160-38-5)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 10 ℃;

DOI:10.1039/b514441h

Reference yield:

5-bromothiophene-2-carboxylic acid (7311-63-9) → 2-bromo-3,5-dinitro-thiophene (2160-38-5)

Guidance literature:

With sulfuric acid; nitric acid;

upstream raw materials:

5-bromothiophene-2-carboxylic acid

4-(5-bromothien-2-yl)-4-oxobutanoic acid

2-bromo-5-nitrothiophene

sulfuric acid

Downstream raw materials:

N-(3,5-Dinitrothienyl)-m-fluoranilin

3,5-dinitro-2-(p-tolylamino)thiophene

2-(4-chlorophenylamino)-3,5-dinitrothiophene

3,5-dinitro-2-(4-methoxyphenyl)aminothiophene

Refernces

• 1、 Sarkar, Piyali,Maiti, Samares,Ghosh, Krishnendu,Sengupta, Sumita,Butcher, Ray J.,Mukhopadhyay, Chhanda. "P-tert-Butylcalix[8]arene catalysed synthesis of 3,5-dinitrothiophene scaffolds: Antiproliferative effect of some representative compounds on selective anticancer cell lines". supporting information. p. 996 - 1001. Retrieved 2014/02/14.
• 2、 Morley, John O.,Matthews, Thomas P.. "Studies on the biological activity of some nitrothiophenes". . p. 359 - 366. Retrieved 2008/01/27.