4-Iodo-2,6-dimethylaniline

Base Information

• Chemical Name: 4-Iodo-2,6-dimethylaniline
• CAS No.: 4102-53-8
• Molecular Formula: C8H10IN
• Molecular Weight: 247.079
• Hs Code.: 2921430090
• European Community (EC) Number: 609-884-8
• NSC Number: 128900
• DSSTox Substance ID: DTXSID00299250
• Nikkaji Number: J1.353.965K
• Wikidata: Q72483547
• Mol file: 4102-53-8.mol

Synonyms:4-Iodo-2,6-dimethylaniline;4102-53-8;2,6-dimethyl-4-iodoaniline;Benzenamine, 4-iodo-2,6-dimethyl-;MFCD08061611;4-Iodo-2,6-dimethyl-phenylamine hydrochloride;4-iodo-2,6-dimethylbenzenamine;NSC128900;Nc1c(C)cc(I)cc1C;SCHEMBL106150;4-iodo-2,6-dimethyl benzenamine;DTXSID00299250;CS-M3088;AKOS015889977;AC-1378;NSC 128900;NSC-128900;AS-17338;SY035113;FT-0650618;A825404

Chemical Property of 4-Iodo-2,6-dimethylaniline

Chemical Property:

• Appearance/Colour: crystals
• Vapor Pressure: 0.00204mmHg at 25°C
• Melting Point: 52-53oC
• Refractive Index: 1.644
• Boiling Point: 290.6 °C at 760 mmHg
• PKA: 3.51±0.10(Predicted)
• Flash Point: 129.6 °C
• PSA: 26.02000
• Density: 1.688 g/cm³
• LogP: 3.07140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 246.98580
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99.0% ^*data from raw suppliers

4-Iodo-2,6-dimethylaniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)C)I

Technology Process of 4-Iodo-2,6-dimethylaniline

There total 6 articles about 4-Iodo-2,6-dimethylaniline 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%

2,6-dimethylaniline (87-62-7) → 4-iodo-2,6-dimethylaniline (4102-53-8)

Guidance literature:

With Iodine monochloride; In methanol; dichloromethane; at 20 ℃;

DOI:10.1021/ja310965h

Reference yield: 92.0%

2,6-dimethylaniline hydrochloride (21436-98-6) → 4-iodo-2,6-dimethylaniline (4102-53-8)

Guidance literature:

With iodine; calcium carbonate; In water; at 60 ℃; for 0.833333h;

DOI:10.1039/c6tc01103a

Reference yield: 28.0%

2,6-dimethylaniline (87-62-7) → 4-iodo-2,6-dimethylaniline (4102-53-8) + 4-(2,6-dimethylphenylimino)-2,6-dimethylcyclohexa-2,5-dienone (24596-20-1)

Guidance literature:

With hydrogenchloride; sodium iodine dichloride; In methanol; water; at 20 ℃; for 3h; pH=1 - 2;

DOI:10.1080/00304948.2016.1206425

upstream raw materials:

5-iodo-1,3-dimethyl-2-nitrobenzene

2,6-dimethylaniline

2,6-dimethylaniline hydrochloride

Downstream raw materials:

2,6-dimethyl-4-iodobenzonitrile

2-bromo-N-(2,6-dimethyl-4-iodophenyl)acetamide

trans-3-(4-amino-3,5-dimethylphenyl)acrylonitrile

cis-3-(4-amino-3,5-dimethylphenyl)acrylonitrile

Refernces

• 1、 Schultzke, Sven,Staubitz, Anne,Walther, Melanie. "Active ester functionalized azobenzenes as versatile building blocks". supporting information. . Retrieved 2021/07/12.
• 2、 Han, Sheng,Sang, Yali,Wu, Yan,Tao, Yuan,Pannecouque, Christophe,De Clercq, Erik,Zhuang, Chunlin,Chen, Fen-Er. "Molecular Hybridization-Inspired Optimization of Diarylbenzopyrimidines as HIV-1 Nonnucleoside Reverse Transcriptase Inhibitors with Improved Activity against K103N and E138K Mutants and Pharmacokinetic Profiles". . . Retrieved 2019/11/11.