2,6-Bis(bromomethyl)-4-iodopyridine

Base Information

• Chemical Name: 2,6-Bis(bromomethyl)-4-iodopyridine
• CAS No.: 106967-33-3
• Molecular Formula: C₇H₆Br₂IN
• Molecular Weight: 390.844
• DSSTox Substance ID: DTXSID30556545
• Wikidata: Q82438124
• Mol file: 106967-33-3.mol

Synonyms:2,6-Bis(bromomethyl)-4-iodopyridine;106967-33-3;4-IODO-2,6-BIS(BROMOMETHYL)PYRIDINE;SCHEMBL10370790;DTXSID30556545;QMQSLEDQBRQOQS-UHFFFAOYSA-N;4-iodo-2,6-bisbromomethylpyridine

Chemical Property of 2,6-Bis(bromomethyl)-4-iodopyridine

Chemical Property:

• Melting Point: 147-149 °C(Solv: acetone (67-64-1))
• Boiling Point: 359.1±42.0 °C(Predicted)
• PKA: 0.23±0.32(Predicted)
• PSA: 12.89000
• Density: 2.387±0.06 g/cm3(Predicted)
• LogP: 3.47600
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 390.78912
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(N=C1CBr)CBr)I

Technology Process of 2,6-Bis(bromomethyl)-4-iodopyridine

There total 8 articles about 2,6-Bis(bromomethyl)-4-iodopyridine 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: 91.0%

2,6-bis(hydroxymethyl)-4-iodopyridine (120491-91-0) → 4-iodo-2,6-bis(bromomethyl)pyridine (106967-33-3)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

Reference yield: 31.0%

2,6-bis(hydroxymethyl)-4-iodopyridine (120491-91-0) → 4-iodo-2,6-bis(iodomethyl)pyridine (1435951-09-9) + C7H6BrI2N + C7H6Br2IN + 4-Bromo-2,6-bis-iodomethyl-pyridine + 4-bromo-2,6-bis(bromomethyl)pyridine (106967-42-4) + 4-iodo-2,6-bis(bromomethyl)pyridine (106967-33-3)

Guidance literature:

With phosphorus tribromide; In chloroform; at 80 ℃; for 8h; Time; Temperature; Reflux;

DOI:10.1055/s-0035-1561660

Reference yield:

Chelidamic acid (499-51-4) → 4-iodo-2,6-bis(bromomethyl)pyridine (106967-33-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 24 h / Reflux

2.1: 1 h / 20 °C

3.1: sodium iodide / acetonitrile / 1 h / 20 °C

3.2: 1 h / 20 °C / Sonication

4.1: ethanol; sodium tetrahydroborate / 17.5 h / 0 °C / Reflux

5.1: phosphorus tribromide / chloroform / 15 h / 60 °C

With sodium tetrahydroborate; thionyl chloride; ethanol; phosphorus tribromide; N,N-dimethyl-formamide; sodium iodide; In chloroform; acetonitrile;

DOI:10.1021/acs.inorgchem.9b03561

upstream raw materials:

2,6-bis(hydroxymethyl)-4-iodopyridine

4-iodo-pyridine-2,6-dicarboxylic acid

diethyl 4-iodo-2,6-pyridinedicarboxylate

Chelidamic acid

Downstream raw materials:

diethyl 6,6'-((((4-((4-aminophenyl)ethynyl)pyridine-2,6-diyl)bis(methylene))bis((2-ethoxy-2-oxoethyl)azanediyl))bis(methylene))bis(4-bromopicolinate)