4-Chloro-N-methylaniline

Base Information

• Chemical Name: 4-Chloro-N-methylaniline
• CAS No.: 932-96-7
• Molecular Formula: C7H8ClN
• Molecular Weight: 141.6
• Hs Code.: 29214990
• European Community (EC) Number: 213-262-8
• UNII: 2IXY9JA2P8
• DSSTox Substance ID: DTXSID80239331
• Nikkaji Number: J28.357F
• Wikidata: Q27254800
• Mol file: 932-96-7.mol

Synonyms:4-chloro-N-methylaniline;4-chloro-N-methylaniline hydrochloride;N-methyl-p-chloroaniline;p-chloro-N-methylaniline

Chemical Property of 4-Chloro-N-methylaniline

Chemical Property:

• Appearance/Colour: clear yellow to yellow-brown liquid
• Vapor Pressure: 0.0372mmHg at 25°C
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 240.8 °C at 760 mmHg
• PKA: pK1: 3.9(+1) (25°C)
• Flash Point: 99.4 °C
• PSA: 12.03000
• Density: 1.171 g/cm³
• LogP: 2.45470
• Storage Temp.: Flammables area
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 141.0345270
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-N-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37-36/37/38-20/21/22
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)Cl

Technology Process of 4-Chloro-N-methylaniline

There total 118 articles about 4-Chloro-N-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: 99.0%

(4-chlorophenyl)(methyl)carbamic acid tert-butyl ester (693803-49-5) → N-methyl(p-chloroaniline) (932-96-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1.5h;

Reference yield: 99.0%

methanol (67-56-1) + 4-chloro-aniline (106-47-8) → N-methyl(p-chloroaniline) (932-96-7)

Guidance literature:

With C₃₁H₃₀ClIrN₃O⁽¹⁺⁾*F₆P^(1-); potassium tert-butylate; at 130 ℃; for 12h;

DOI:10.1039/c9dt00218a

Reference yield: 99.0%

N-(4-chloro-phenyl)-N-methylacetamide (10219-10-0) → N-methyl(p-chloroaniline) (932-96-7) + 4-chloro-N-ethyl-N-methylaniline (13519-85-2)

Guidance literature:

With triethyl borane; Triethoxysilane; sodium hydroxide; In hexane; at 80 ℃; for 6h; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere;

upstream raw materials:

N-(4-chlorophenyl)-N-methylformamide

N-(4-chlorophenyl)-N,4-dimethylbenzenesulfonamide

4-chloro-aniline

methyl iodide

Downstream raw materials:

N-(4-chloro-phenyl)-N,N',N'-trimethyl-urea

4-chloro-N-(benzamidoacetyl)-N-methylaniline

5-chloro-2-(methylamino)phenyl 3-pyridazinyl ketone

N-(4-chlorophenyl)-N-methyl-3-pyridazinecarboxamide

Refernces

• 1、 -. "Halogenated method of aromatic compound". Paragraph 0034-0037; 0227-0229; 0238. . Retrieved 2021/11/10.
• 2、 Sarki, Naina,Goyal, Vishakha,Tyagi, Nitin Kumar,Puttaswamy,Narani, Anand,Ray, Anjan,Natte, Kishore. "Simple RuCl3-catalyzed N-Methylation of Amines and Transfer Hydrogenation of Nitroarenes using Methanol". . p. 1722 - 1729. Retrieved 2021/04/19.