2-Iodo-6-methylaniline

Base Information

• Chemical Name: 2-Iodo-6-methylaniline
• CAS No.: 832133-11-6
• Molecular Formula: C₇H₈IN
• Molecular Weight: 233.052
• DSSTox Substance ID: DTXSID00473573
• Wikidata: Q82303063
• Mol file: 832133-11-6.mol

Synonyms:2-iodo-6-methylaniline;832133-11-6;Benzenamine, 2-iodo-6-methyl-;2-Iodo-6-methyl-phenylamine;SCHEMBL10212401;DTXSID00473573;AMY15340;MFCD18397766;AKOS027255050;CS-0326323;A929371;2-Iodo-6-methylaniline

Chemical Property of 2-Iodo-6-methylaniline

Chemical Property:

• PSA: 26.02000
• LogP: 2.76300
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 232.97015
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

98% ^*data from raw suppliers

2-Iodo-6-methylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)I)N

Technology Process of 2-Iodo-6-methylaniline

There total 2 articles about 2-Iodo-6-methylaniline 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: 96.0%

o-toluidine (95-53-4) → 2-iodo-6-methylbenzenamine (832133-11-6)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/chem.202002581

Reference yield:

o-toluidine (95-53-4) → 2-iodo-6-methylbenzenamine (832133-11-6) + 4-iodo-2-methylaniline (13194-68-8)

Guidance literature:

With ammonium iodide; dihydrogen peroxide; In acetic acid; at 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2007.06.138

Reference yield:

2-iodo-6-methylbenzenamine (832133-11-6) + Cinnamoyl chloride (102-92-1,17082-09-6) → C23H20INO

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C

2: Br^(1-)*C₁₀₂H₁₃₀N⁽¹⁺⁾; potassium hydroxide / di-isopropyl ether / 10 h / -20 °C / Inert atmosphere

With Br^(1-)*C₁₀₂H₁₃₀N⁽¹⁺⁾; triethylamine; potassium hydroxide; In dichloromethane; di-isopropyl ether;

DOI:10.1021/ja211069f

upstream raw materials:

o-toluidine

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