3-Chloro-5-iodoaniline

Base Information

• Chemical Name: 3-Chloro-5-iodoaniline
• CAS No.: 83171-49-7
• Molecular Formula: C6H5ClIN
• Molecular Weight: 253.47
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID20569467
• Wikidata: Q82456625
• Mol file: 83171-49-7.mol

Synonyms:3-chloro-5-iodoaniline;83171-49-7;MFCD18393313;3-chloro-5-iodobenzenamine;3-chloro-5-iodo-aniline;SCHEMBL6179899;DTXSID20569467;MFRQKPOHPGXPSQ-UHFFFAOYSA-N;AKOS030581327;DS-19833;SY290664;CS-0060196;C76656

Chemical Property of 3-Chloro-5-iodoaniline

Chemical Property:

• PSA: 26.02000
• LogP: 3.10800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 252.91552
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-5-iodoaniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)I)N

Technology Process of 3-Chloro-5-iodoaniline

There total 9 articles about 3-Chloro-5-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: 85.0%

1-chloro-3-iodo-5-nitrobenzene (123158-76-9) → 3-chloro-5-iodoaniline (83171-49-7)

Guidance literature:

With potassium tert-butylate; bis(pinacol)diborane; In isopropyl alcohol; at 110 ℃; for 2h; chemoselective reaction;

DOI:10.1021/acs.orglett.9b00460

Reference yield:

1-chloro-3-iodo-5-nitrobenzene (123158-76-9) + iron (7439-89-6) → 3-chloro-5-iodoaniline (83171-49-7)

Guidance literature:

In ethanol; acetic acid;

Reference yield:

2-amino-5-chloro-3-nitrophenyliodide (123158-75-8) → 3-chloro-5-iodoaniline (83171-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) conc. H₂SO₄, 2.) sodium nitrite / ethanol / 1.) EtOH, reflux, 2.) reflux, 1 h

2: 81 percent / Fe, HOAc / ethanol / 6 h / Heating

With sulfuric acid; iron; acetic acid; sodium nitrite; In ethanol;

DOI:10.1021/jm00108a002

upstream raw materials:

1,2-dichloro-3-iodo-5-nitro-benzene

1-chloro-3-iodo-5-nitrobenzene

2-amino-5-chloro-3-nitrophenyliodide

4-Chloro-2-nitroaniline

Downstream raw materials:

N-(3-chloro-5-iodophenyl)(hydroxyimino)acetamide

4-Chloro-2-(2-ethoxycarbonyl-acetylamino)-6-iodo-benzoic acid methyl ester

methyl 2-amino-4-chloro-6-iodobenzoate

2-amino-4-chloro-6-iodobenzoic acid