2-Bromo-4-chloro-6-iodoaniline

Base Information

• Chemical Name: 2-Bromo-4-chloro-6-iodoaniline
• CAS No.: 71757-16-9
• Molecular Formula: C₆H₄BrClIN
• Molecular Weight: 332.366
• DSSTox Substance ID: DTXSID701297637
• Mol file: 71757-16-9.mol

Synonyms:2-bromo-4-chloro-6-iodoaniline;71757-16-9;Benzenamine, 2-bromo-4-chloro-6-iodo-;2-Bromo-4-chloro-6-iodobenzenamine;SCHEMBL10796712;KGJQFAVZGHPELU-UHFFFAOYSA-N;DTXSID701297637;MFCD24160443;AKOS030628753;AS-63051

Chemical Property of 2-Bromo-4-chloro-6-iodoaniline

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 330.82604
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1Br)N)I)Cl

Technology Process of 2-Bromo-4-chloro-6-iodoaniline

There total 4 articles about 2-Bromo-4-chloro-6-iodoaniline 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: 99.0%

4-chloro-2-bromoaniline (873-38-1) → 2-bromo-4-chloro-6-iodoaniline (71757-16-9)

Guidance literature:

With iodine; silver sulfate; In ethanol; at 20 ℃;

DOI:10.1016/j.tet.2015.10.002

Reference yield: 94.0%

p-chloro-o-iodoaniline (63069-48-7) → 2-bromo-4-chloro-6-iodoaniline (71757-16-9)

Guidance literature:

With bromine; In chloroform; at 0 ℃; for 2h; Inert atmosphere;

Reference yield:

4-chloro-aniline (106-47-8) → 2-bromo-4-chloro-6-iodoaniline (71757-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; aluminum (III) chloride / dichloromethane / 20 °C

2: iodine; silver sulfate / ethanol / 20 °C

With aluminum (III) chloride; N-Bromosuccinimide; iodine; silver sulfate; In ethanol; dichloromethane;

DOI:10.1016/j.tet.2015.10.002

upstream raw materials:

4-chloro-2-bromoaniline

Iodine monochloride

acetic acid

4-chloro-aniline

Downstream raw materials:

2-bromo-4-chloro-6-iodo-N-nitroaniline