4-Chloro-2,6-Dimethylaniline

Base Information

• Chemical Name: 4-Chloro-2,6-Dimethylaniline
• CAS No.: 24596-18-7
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 2921430090
• European Community (EC) Number: 678-859-1
• DSSTox Substance ID: DTXSID00408047
• Nikkaji Number: J2.406.502B
• Wikidata: Q72518651
• Mol file: 24596-18-7.mol

Synonyms:2,6-Xylidine,4-chloro- (8CI);(4-Chloro-2,6-dimethylphenyl)amine;2,6-Dimethyl-4-chloroaniline;3,5-Dimethyl-4-aminochlorobenzene;4-Chloro-2,6-dimethylaniline;4-Chloro-2,6-xylidine;

Chemical Property of 4-Chloro-2,6-Dimethylaniline

Chemical Property:

• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 45-50 °C
• Refractive Index: 1.575
• Boiling Point: 260.6 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 111.4 °C
• PSA: 26.02000
• Density: 1.142 g/cm³
• LogP: 3.12020
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-2,6-xylidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 23/24/25-36/37/38
• Safety Statements: 23-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1N)C)Cl
• Uses: 4-chloro-2,6-dimethylaniline was chosen as a substrate of medium in palladium-catalyzed cyanations of aryl chlorides.

Technology Process of 4-Chloro-2,6-Dimethylaniline

There total 10 articles about 4-Chloro-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: 98.0%

N-(4-chloro-2,6-dimethylphenyl)-2,2,2-trifluoroacetamide (936628-10-3) → 4-chloro-2,6-dimethylaniline (24596-18-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 7h; Heating;

DOI:10.1021/jm061078e

Reference yield: 70.0%

→ 4-chloro-2,6-dimethylaniline (24596-18-7)

Guidance literature:

Reference yield:

2,6-dimethylaniline (87-62-7) → 4-chloro-2,6-dimethylaniline (24596-18-7) + 4-iodo-2,6-dimethylaniline (4102-53-8)

Guidance literature:

With 1-butyl-3-methyl-pyridinium dichloroiodate; at 80 ℃; for 2h; Time; Reagent/catalyst;

DOI:10.1039/c5ra14702f

upstream raw materials:

acetic acid

2,6-dimethylaniline

tetrachloromethane

acetic acid-(N-chloro-2,6-dimethyl-anilide)

Downstream raw materials:

(-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chloro-2,6-dimethylphenyl)valinamide

(+)-(R)-N²-(tert-butoxycarbonyl)-N¹-(4-chloro-2,6-dimethylphenyl)valinamide

(+)-(R)-N²-(tert-butoxycarbonyl)-N¹-(4-chloro-2,6-dimethylphenyl)alaninamide

(-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chloro-2,6-dimethylphenyl)alaninamide

Refernces

• 1、 Corbo, Filomena,Franchini, Carlo,Lentini, Giovanni,Muraglia, Marilena,Ghelardini, Carla,Matucci, Rosanna,Galeotti, Nicoletta,Vivoli, Elisa,Tortorella, Vincenzo. "Synthesis and biological evaluation of chiral α-aminoanilides with central antinociceptive activity". . p. 1907 - 1915. Retrieved 2008/02/01.
• 2、 -. "Process for the preparation of 4-chloro-2,6-dialkylanilines". . . Retrieved 2008/06/13.