4-Iodo-3,5-dimethylaniline

Base Information

• Chemical Name: 4-Iodo-3,5-dimethylaniline
• CAS No.: 117832-15-2
• Molecular Formula: C₈H₁₀IN
• Molecular Weight: 247.079
• Hs Code.: 2921430090
• European Community (EC) Number: 966-553-3
• DSSTox Substance ID: DTXSID70406712
• Wikidata: Q82211802
• Mol file: 117832-15-2.mol

Synonyms:4-iodo-3,5-dimethylaniline;117832-15-2;3,5-DIMETHYL-4-IODOANILINE;4-Iodo-3,5-dimethyl-phenylamine;MFCD06664471;SCHEMBL526416;DTXSID70406712;GVLJJTPNZDAXIJ-UHFFFAOYSA-N;AKOS000111246;DS-4976;SY093253;BB 0245926;CS-0098695;FT-0642879;F12536;EN300-2169982;A803835

Chemical Property of 4-Iodo-3,5-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.00179mmHg at 25°C
• Melting Point: 112-113 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Refractive Index: 1.644
• Boiling Point: 292.8 °C at 760 mmHg
• PKA: 4.05±0.10(Predicted)
• Flash Point: 130.9 °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:

98%min ^*data from raw suppliers

3,5-Dimethyl-4-iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1I)C)N
• Uses: 3,5-Dimethyl-4-iodoaniline is a reagent used for the synthesis of functionalized azobiphenyls and azoterphenyls.

Technology Process of 4-Iodo-3,5-dimethylaniline

There total 1 articles about 4-Iodo-3,5-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: 96.0%

3,5-dimethylaminoaniline (108-69-0) → 4-iodo-3,5-dimethylaniline (117832-15-2)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; In methanol; dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.61.600

Reference yield: 82.0%

4-pyridylboronic acid (1692-15-5) + 4-iodo-3,5-dimethylaniline (117832-15-2) → 3,5-dimethyl-4-(4-pyridylaniline)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide; In 1,4-dioxane; at 16 - 90 ℃; Inert atmosphere;

Reference yield: 65.0%

4-iodo-3,5-dimethylaniline (117832-15-2) + trimethylsilylacetylene (1066-54-2) → 3,5-dimethyl-4-(trimethylsilylethynyl)aniline (1235456-18-4)

Guidance literature:

4-iodo-3,5-dimethylaniline; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; for 0.333333h; Inert atmosphere; Sonication;

trimethylsilylacetylene; In tetrahydrofuran; at 40 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ja103235g

upstream raw materials:

3,5-dimethylaminoaniline

Downstream raw materials:

3,5-dimethyl-4-(trimethylsilylethynyl)aniline

4,4'-(octa-1,3,5,7-tetrayne-1,8-diyl)bis(3,5-dimethylaniline)

Refernces