2,4-Dichloro-N-methylaniline

Base Information

• Chemical Name: 2,4-Dichloro-N-methylaniline
• CAS No.: 35113-88-3
• Molecular Formula: C7H7Cl2N
• Molecular Weight: 176.045
• Hs Code.: 2921420090
• European Community (EC) Number: 625-519-5
• DSSTox Substance ID: DTXSID80384198
• Nikkaji Number: J88.991A
• Wikidata: Q82176167
• Mol file: 35113-88-3.mol

Synonyms:2,4-Dichloro-N-methylaniline;35113-88-3;N-Methyl 2,4-dichloroaniline;N-methyl-2,4-dichloroaniline;N1-METHYL-2,4-DICHLOROANILINE;SCHEMBL989608;DTXSID80384198;DDBLVMDBBKQXTA-UHFFFAOYSA-N;MFCD00052853;2,4-Dichloro-N-methylaniline, 97%;AKOS000250673;FT-0629708;E79797;EN300-1263428;J-019944

Chemical Property of 2,4-Dichloro-N-methylaniline

Chemical Property:

• Vapor Pressure: 0.00613mmHg at 25°C
• Melting Point: 28-32 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 272.3 °C at 760 mmHg
• PKA: 2.48±0.12(Predicted)
• Flash Point: 118.5 °C
• PSA: 12.03000
• Density: 1.325 g/cm³
• LogP: 3.10810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 174.9955546
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%Min ^*data from raw suppliers

N-Methyl2,4-Dichloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41-43-52/53
• Safety Statements: 26-37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)Cl)Cl

Technology Process of 2,4-Dichloro-N-methylaniline

There total 9 articles about 2,4-Dichloro-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: 88.0%

methanol (67-56-1) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → N-methyl-2,4-dichloro-aniline (35113-88-3)

Guidance literature:

With caesium carbonate; at 125 ℃; for 12h; Schlenk technique;

DOI:10.1016/j.jcat.2021.02.030

Reference yield: 75.0%

N-methyl(p-chloroaniline) (932-96-7) → N-methyl-2,4-dichloro-aniline (35113-88-3)

Guidance literature:

With N-chloro-succinimide; In benzene; for 0.666667h; Heating;

DOI:10.1021/ja001184k

Reference yield: 75.0%

dihydroxy-methyl-borane (13061-96-6) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → N-methyl-2,4-dichloro-aniline (35113-88-3)

Guidance literature:

With pyridine; copper diacetate; In 1,4-dioxane; for 4.5h; Reflux;

DOI:10.1021/ol802882k

upstream raw materials:

2,4-dichloro-N-methyl-N-nitroso-aniline

2,4-Dichloroaniline

methyl iodide

N-(2,4-dichlorophenyl)-formamide

Downstream raw materials:

2,4-dichloro-N-methyl-N-nitroso-aniline

ethyl 4-((2,4-dichlorophenyl)(methyl)amino)-3-oxobutanoate

N-(2,4-dichlorophenyl)-N,4-dimethyl-3-nitrobenzenesulfonamide

6-(N-(2,4-dichlorophenyl)-N-methylsulfamoyl)-1-hydroxy-1H-indole-2-carboxylic acid

Refernces

• 1、 Labes, Ricardo,Mateos, Carlos,Battilocchio, Claudio,Chen, Yiding,Dingwall, Paul,Cumming, Graham R.,Rincón, Juan A.,Nieves-Remacha, Maria José,Ley, Steven V.. "Fast continuous alcohol amination employing a hydrogen borrowing protocol". supporting information. p. 59 - 63. Retrieved 2019/01/11.
• 2、 Srivastava, Sanjay,Ruane, Patrick H.,Toscano, John P.,Sullivan, Michael B.,Cramer, Christopher J.,Chiapperino, Dominic,Reed, Elizabeth C.,Falvey, Daniel E.. "Structures of reactive nitrenium ions: Time-resolved infrared laser flash photolysis and computational studies of substituted N-methyl-N-arylnitrenium ions". . p. 8271 - 8278. Retrieved 2007/10/03.