2-Iodo-6-nitroaniline

Base Information

• Chemical Name: 2-Iodo-6-nitroaniline
• CAS No.: 100704-34-5
• Molecular Formula: C6H5IN2O2
• Molecular Weight: 264.022
• DSSTox Substance ID: DTXSID70570568
• Wikidata: Q82458068
• Mol file: 100704-34-5.mol

Synonyms:2-Iodo-6-nitroaniline;100704-34-5;MFCD12028713;2-iodo-6-nitro-aniline;SCHEMBL11520510;DTXSID70570568;AKOS017344580;SY264254;CS-0112595;O10808

Chemical Property of 2-Iodo-6-nitroaniline

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 263.93957
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)I)N)[N+](=O)[O-]

Technology Process of 2-Iodo-6-nitroaniline

There total 5 articles about 2-Iodo-6-nitroaniline 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: 88.0%

2-nitro-aniline (88-74-4) → 2-iodo-6-nitrobenzenamine (100704-34-5)

Guidance literature:

With iodine; silver sulfate; In ethanol;

DOI:10.1039/c5ob02558c

Reference yield: 87.0%

2-nitro-aniline (88-74-4) → 4-iodo-2-nitroaniline (20691-72-9) + 2-iodo-6-nitrobenzenamine (100704-34-5)

Guidance literature:

With N-iodo-succinimide; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1021/acs.joc.7b02920

Reference yield:

m-iodonitrobenzene (645-00-1) → 4-iodo-2-nitroaniline (20691-72-9) + 2-iodo-4-nitrophenylamine (6293-83-0) + 2-iodo-6-nitrobenzenamine (100704-34-5)

Guidance literature:

With potassium tert-butylate; N,N,N-trimethylhydrazinium iodide; In dimethyl sulfoxide; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo952257z

upstream raw materials:

1-iodo-2,3-dinitro-benzene

m-iodonitrobenzene

2-nitro-aniline

Downstream raw materials:

1,2-diiodo-3-nitro-benzene