3-Bromo-2-fluoro-6-iodobenzonitrile

Base Information

• Chemical Name: 3-Bromo-2-fluoro-6-iodobenzonitrile
• CAS No.: 217816-66-5
• Molecular Formula: C₇H₂BrFIN
• Molecular Weight: 325.906
• Hs Code.: 2926907090
• European Community (EC) Number: 828-048-5
• DSSTox Substance ID: DTXSID101292465
• Nikkaji Number: J1.020.444E
• Mol file: 217816-66-5.mol

Synonyms:3-Bromo-2-fluoro-6-iodobenzonitrile;217816-66-5;SCHEMBL425339;DTXSID101292465;2-Fluoro-3-bromo-6-iodobenzonitrile;MFCD09800805;FS-5541;CS-0449633;W11089

Chemical Property of 3-Bromo-2-fluoro-6-iodobenzonitrile

Chemical Property:

• Boiling Point: 299.5±40.0 °C(Predicted)
• Density: 2.36±0.1 g/cm3(Predicted)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 324.83994
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-2-fluoro-6-iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1Br)F)C#N)I

Technology Process of 3-Bromo-2-fluoro-6-iodobenzonitrile

There total 8 articles about 3-Bromo-2-fluoro-6-iodobenzonitrile 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: 95.3%

6-amino-3-bromo-2-fluorobenzonitrile (845866-92-4) → 3-bromo-2-fluoro-6-iodobenzonitrile (217816-66-5)

Guidance literature:

With tert.-butylnitrite; iodine; In N,N-dimethyl-formamide; at 0 ℃; for 25h; Temperature; Inert atmosphere;

Reference yield: 55.0%

3-bromo-2-fluoro-6-iodobenzamide (217816-60-9) → 3-bromo-2-fluoro-6-iodobenzonitrile (217816-66-5)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.1039/a804525i

Reference yield:

3-bromo-2-fluoro-6-iodo-benzoic acid (217816-54-1) → 3-bromo-2-fluoro-6-iodobenzonitrile (217816-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 3 h / 80 °C

2: aq. NH₃ / tetrahydrofuran / 20 °C

3: SOCl₂ / dimethylformamide / 16 h / 115 °C

With ammonium hydroxide; thionyl chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm061280h

upstream raw materials:

3-bromo-2-fluoro-6-iodobenzamide

4-bromo-3-fluoroiodobenzene

3-bromo-2-fluoro-6-iodo-benzoic acid

2-Fluoroaniline

Downstream raw materials:

C₁₃H₁₁BrN₄

3-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-6-(2,6-dimethyl-4-pyridinyl)-2-fluoro-benzonitrile

6-(2,6-dimethyl-4-pyridinyl)-2-fluoro-3-[(2S)-2-(trifluoromethyl)-4-morpholinyl]-benzonitrile

3-bromo-6-(2,6-dimethyl-4-pyridinyl)-2-fluoro-benzonitrile