3-Bromo-2-ethenylthiophene

Base Information

• Chemical Name: 3-Bromo-2-ethenylthiophene
• CAS No.: 141811-50-9
• Molecular Formula: C6H5BrS
• Molecular Weight: 189.076
• DSSTox Substance ID: DTXSID801311545
• Mol file: 141811-50-9.mol

Synonyms:3-bromo-2-ethenylthiophene;141811-50-9;SCHEMBL21012218;DTXSID801311545;AKOS018682671;EN300-1911252

Chemical Property of 3-Bromo-2-ethenylthiophene

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.92953
• Heavy Atom Count: 8
• Complexity: 92.5

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=C(C=CS1)Br

Technology Process of 3-Bromo-2-ethenylthiophene

There total 1 articles about 3-Bromo-2-ethenylthiophene 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: 68.0%

3-bromo-2-thiophenecarboxaldehyde (930-96-1) + Methyltriphenylphosphonium bromide (1779-49-3) → 3-bromo-2-ethenylthiophene (141811-50-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1.5h; Inert atmosphere;

3-bromo-2-thiophenecarboxaldehyde; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201604061

Reference yield:

3-bromo-2-ethenylthiophene (141811-50-9) → 2-phenylthieno<3,2-c><1,2,4>triazolo<1,2-a>pyridazine-1,3-dione (91319-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dioxane / Ambient temperature

2: 69 mg / potassium carbonate / 0.5 h / Heating

With potassium carbonate; In 1,4-dioxane;

Reference yield:

4-Phenyl-1,2,4-triazolidine-3,5-dione (4233-33-4) + 3-bromo-2-ethenylthiophene (141811-50-9) → 9a-Bromo-2-phenyl-5,9a-dihydro-thieno[3,2-c][1,2,4]triazolo[1,2-a]pyridazine-1,3-dione

Guidance literature:

In 1,4-dioxane; Ambient temperature;

upstream raw materials:

3-bromo-2-thiophenecarboxaldehyde

Methyltriphenylphosphonium bromide

Downstream raw materials:

2-phenylthieno<3,2-c><1,2,4>triazolo<1,2-a>pyridazine-1,3-dione