1-CHLORO-3,5-DIBROMO-4-IODOBENZENE

Base Information

• Chemical Name: 1-CHLORO-3,5-DIBROMO-4-IODOBENZENE
• CAS No.: 81067-46-1
• Molecular Formula: C6H2Br2ClI
• Molecular Weight: 396.247
• Mol file: 81067-46-1.mol

Synonyms:2,6-Dibromo-4-chloroiodobenzene;

Chemical Property of 1-CHLORO-3,5-DIBROMO-4-IODOBENZENE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 109.6-110.2 °C(Solv: benzene (71-43-2); ethanol (64-17-5))
• Refractive Index: 1.688
• Boiling Point: 327.04 °C at 760 mmHg
• Flash Point: 151.588 °C
• PSA: 0.00000
• Density: 2.543 g/cm³
• LogP: 4.46960

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dibromo-5-chloro-2-iodobenzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-CHLORO-3,5-DIBROMO-4-IODOBENZENE

There total 2 articles about 1-CHLORO-3,5-DIBROMO-4-IODOBENZENE 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: 65.0%

4-chloro-2,6-dibromoaniline (874-17-9) → 1,3-dibromo-5-chloro-2-iodobenzene (81067-46-1)

Guidance literature:

With copper(l) iodide; tert.-butylnitrite; In acetonitrile; at 60 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.8b09965

Reference yield:

4-chloro-aniline (106-47-8) → 1,3-dibromo-5-chloro-2-iodobenzene (81067-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine / dichloromethane; methanol / 2 h / 20 °C

2.1: sodium nitrite; sulfuric acid / acetic acid / 4 h / 20 °C

2.2: 12 h / 20 °C

With sulfuric acid; bromine; sodium nitrite; In methanol; dichloromethane; acetic acid;

DOI:10.1021/ol502778j

Reference yield: 98.0%

1-Naphthylboronic acid (13922-41-3) + 1,3-dibromo-5-chloro-2-iodobenzene (81067-46-1) → 1-(2,6-dibromo-4-chlorophenyl)naphthalene

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; In water; acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/ol502778j

upstream raw materials:

4-chloro-aniline

4-chloro-2,6-dibromoaniline

Refernces

• 1、 Godfrey, Nicole A.,Schatz, Devon J.,Pronin, Sergey V.. "Twelve-Step Asymmetric Synthesis of (-)-Nodulisporic Acid C". supporting information. p. 12770 - 12774. Retrieved 2018/10/09.