3-Bromo-4-iodobenzonitrile

Base Information

• Chemical Name: 3-Bromo-4-iodobenzonitrile
• CAS No.: 1000577-94-5
• Molecular Formula: C7H3BrIN
• Molecular Weight: 307.916
• Hs Code.: 2926909090
• Mol file: 1000577-94-5.mol

Synonyms:3-Bromo-4-iodobenzonitrile;1-BROMO-5-CYANO-2-IODOBENZENE

Chemical Property of 3-Bromo-4-iodobenzonitrile

Chemical Property:

• Melting Point: 139-140 °C(Solv: ethanol (64-17-5))
• Boiling Point: 308.3±27.0 °C(Predicted)
• PSA: 23.79000
• Density: 2.31±0.1 g/cm3(Predicted)
• LogP: 2.92538
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-4-iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-4-iodobenzonitrile

There total 2 articles about 3-Bromo-4-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: 81.0%

2-bromo-4-cyanoaniline (50397-74-5) → 3-bromo-4-iodobenzonitrile (1000577-94-5)

Guidance literature:

2-bromo-4-cyanoaniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h;

With potassium iodide; In water; at 0 ℃; for 1h;

DOI:10.1002/anie.201903384

Reference yield:

4-Aminobenzonitrile (873-74-5) → 3-bromo-4-iodobenzonitrile (1000577-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / chloroform / 3 h / 0 °C / Inert atmosphere

2.1: sulfuric acid; sodium nitrite / water / 2 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; sulfuric acid; sodium nitrite; In chloroform; water;

DOI:10.1002/anie.201106734

Reference yield: 97.0%

3-bromo-4-iodobenzonitrile (1000577-94-5) + propargyl alcohol (107-19-7) → 3-bromo-4-(3-hydroxyprop-1-yn-1-yl)benzonitrile

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201903384

upstream raw materials:

2-bromo-4-cyanoaniline

4-Aminobenzonitrile

Downstream raw materials:

2-methyl-3-phenyl-3H-benzimidazole-5-carbonitrile

C₁₄H₆Br₂N₂S₂

S-(2-bromo-4-cyanophenyl)benzenesulfonothioate

3-bromo-4-(((trimethylsilyl)ethynyl)thio)benzonitrile

Refernces

• 1、 Kunz, Thomas,Knochel, Paul. "Synthesis of functionalized benzo[b]thiophenes by the intramolecular copper-catalyzed carbomagnesiation of alkynyl(aryl)thioethers". supporting information; experimental part. p. 1958 - 1961. Retrieved 2012/04/18.