5-Bromo-2-(5-bromo-2-thienyl)pyridine

Base Information

• Chemical Name: 5-Bromo-2-(5-bromo-2-thienyl)pyridine
• CAS No.: 136902-53-9
• Molecular Formula: C9H5Br2NS
• Molecular Weight: 319.019
• European Community (EC) Number: 811-793-5
• Nikkaji Number: J1.770.477J
• Mol file: 136902-53-9.mol

Synonyms:5-Bromo-2-(5-bromothiophen-2-yl)pyridine;136902-53-9;5-Bromo-2-(5-bromo-2-thienyl)pyridine;2-Bromo-5-(5-bromo-2-pyridyl)thiophene;MFCD29765747;BS-51891;B4886;CS-0181802;T70233

Chemical Property of 5-Bromo-2-(5-bromo-2-thienyl)pyridine

Chemical Property:

• Melting Point: 111 - 112 °C
• PSA: 41.13000
• LogP: 4.33510
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 318.84890
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-2-(5-bromo-2-thienyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)C2=CC=C(S2)Br

Technology Process of 5-Bromo-2-(5-bromo-2-thienyl)pyridine

There total 4 articles about 5-Bromo-2-(5-bromo-2-thienyl)pyridine 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%

5-bromo-2-(thiophen-2-yl)pyridine (91891-74-6) → 5-bromo-2-(5-bromothiophen-2-yl)pyridine (136902-53-9)

Guidance literature:

With bromine; acetic acid; In chloroform; 1.) 0 deg C, 3 h, 2.) RT, overnight;

DOI:10.1021/ja961550t

Reference yield: 72.0%

5-bromo-2-thienylzinc bromide (151073-94-8) + 2-iodo-5-bromopyridine (223463-13-6) → 5-bromo-2-(5-bromothiophen-2-yl)pyridine (136902-53-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2012.12.024

Reference yield:

2,5-dibromopyridine (624-28-2) + 2,5-dibromothiophen (3141-27-3) → 5-bromo-2-(5-bromothiophen-2-yl)pyridine (136902-53-9)

Guidance literature:

With PdCl₂(PPh₂(CH₂)4PPh₂); magnesium; Yield given. Multistep reaction; 1.) THF, RT, 4 h, 2.) THF, from -30 deg C to RT, overnight;

DOI:10.1021/ja961550t

upstream raw materials:

2,5-dibromopyridine

2,5-dibromothiophen

5-bromo-2-(thiophen-2-yl)pyridine

5-bromo-2-thienylzinc bromide

Downstream raw materials:

5-bromopyrimidine

5-bromo-2-(thiophen-2-yl)pyridine

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