2,4-Dibromo-3,5-dimethylthiophene

Base Information

• Chemical Name: 2,4-Dibromo-3,5-dimethylthiophene
• CAS No.: 63862-00-0
• Molecular Formula: C6H6Br2S
• Molecular Weight: 269.988
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80980497
• Nikkaji Number: J1.700.045D
• Wikidata: Q82966455
• Mol file: 63862-00-0.mol

Synonyms:2,4-dibromo-3,5-dimethylthiophene;63862-00-0;Thiophene, 2,4-dibromo-3,5-dimethyl-;SCHEMBL6970348;DTXSID80980497;RPCAOQRHVBMFNW-UHFFFAOYSA-N;AMY36504;AKOS005255564;AT31151;MB09669;A8782;CS-0364952;FT-0682512

Chemical Property of 2,4-Dibromo-3,5-dimethylthiophene

Chemical Property:

• Vapor Pressure: 0.035mmHg at 25°C
• Boiling Point: 106-107 °C(Press: 8 Torr)
• PSA: 28.24000
• Density: 1.894 g/cm3(Temp: 21 °C)
• LogP: 3.88990
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 269.85365
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dibromo-3,5-dimethylthiophene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=C1Br)C)Br

Technology Process of 2,4-Dibromo-3,5-dimethylthiophene

There total 1 articles about 2,4-Dibromo-3,5-dimethylthiophene 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:

4-bromo-2-methylthiophene (29421-92-9) → 2,4-dibromo-3,5-dimethylthiophene (63862-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Ni(dppp)Cl₂ / diethyl ether / 22 h

2: AcONa

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); sodium acetate; In diethyl ether;

DOI:10.1002/anie.200602591

Reference yield: 80.6%

2,4-dibromo-3,5-dimethylthiophene (63862-00-0) + Trimethyl borate (121-43-7,63156-11-6) + para-iodoanisole (696-62-8) → C13H13BrOS

Guidance literature:

2,4-dibromo-3,5-dimethylthiophene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; at -78 ℃; for 2h;

para-iodoanisole; Further stages;

DOI:10.1039/c5tc01796c

Reference yield: 66.0%

2,4-dibromo-3,5-dimethylthiophene (63862-00-0) + iodobenzene (591-50-4) → 2,4-dimethyl-5-phenyl-3-bromothiophene (362513-28-8)

Guidance literature:

2,4-dibromo-3,5-dimethylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

With zinc(II) chloride; In diethyl ether; at -78 - 0 ℃;

iodobenzene; With triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 0 - 50 ℃; Further stages.;

DOI:10.1002/chem.200601316

upstream raw materials:

4-bromo-2-methylthiophene

Downstream raw materials:

3-bromo-2,4-dimethylthiophene

4-bromo-3,5-dimethylthiophene-2-boronic acid

3-bromo-5-(2-methoxymethoxy-phenyl)-2,4-dimethyl-thiophene

3-bromo-2,4-dimethyl-5-(4-methylthio-phenyl)thiophene

Refernces