2-(4-chlorophenoxy)-N-methylethanamine

Base Information

• Chemical Name: 2-(4-chlorophenoxy)-N-methylethanamine
• CAS No.: 65686-13-7
• Molecular Formula: C9H12ClNO
• Molecular Weight: 185.653
• Hs Code.: 2922299090
• NSC Number: 165637
• DSSTox Substance ID: DTXSID70304406
• Wikidata: Q72456422
• Mol file: 65686-13-7.mol

Synonyms:65686-13-7;2-(4-chlorophenoxy)-N-methylethanamine;[2-(4-Chlorophenoxy)ethyl](methyl)amine;N-[2-(4-chlorophenoxy)ethyl]-N-methylamine;2-(4-CHLORO-PHENOXY)ETHYL METHYL AMINE;NSC165637;[2-(4-chlorophenoxy)ethyl]methylamine;[2-(4-Chlorophenoxy)-ethyl]-methyl-amine;SCHEMBL2472084;DTXSID70304406;RGLUIFRWIKUDEI-UHFFFAOYSA-N;MFCD00018645;AKOS000343450;NSC-165637;2-(4-Chlorophenoxy)-N-methylethan-1-amine;2-(4-CHLORO-PHENOXY)ETHYLMETHYLAMINE;CS-0220950;FT-0694402;EN300-07966;Z56963344

Chemical Property of 2-(4-chlorophenoxy)-N-methylethanamine

Chemical Property:

• Vapor Pressure: 0.00579mmHg at 25°C
• Boiling Point: 273.3 °C at 760 mmHg
• Flash Point: 119.1 °C
• PSA: 21.26000
• Density: 1.11g/cm³
• LogP: 2.32910
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 185.0607417
• Heavy Atom Count: 12
• Complexity: 113

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Chlorophenoxy)-N-methylethanamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCOC1=CC=C(C=C1)Cl

Technology Process of 2-(4-chlorophenoxy)-N-methylethanamine

There total 2 articles about 2-(4-chlorophenoxy)-N-methylethanamine 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: 90.0%

O-methanesulfonyl-2-(4-chlorophenoxy)ethanol (53542-78-2) + methylamine (74-89-5) → 2-(4-chlorophenoxy)-N-methylethan-1-amine (65686-13-7)

Guidance literature:

2-(4-chlorophenoxy)ethyl methanesulfonate; methylamine; In tetrahydrofuran; methanol; water; at 140 ℃; for 0.166667h; under 15514.9 Torr; Flow reactor;

With potassium hydroxide; In water;

DOI:10.1021/acs.oprd.0c00193

Reference yield:

2-(4-chlorophenoxy)ethanol (1892-43-9) → 2-(4-chlorophenoxy)-N-methylethan-1-amine (65686-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 0.33 h / 40 °C / 2585.81 Torr / Flow reactor

2: methanol; water; tetrahydrofuran / 0.17 h / 140 °C / 15514.9 Torr / Flow reactor

With triethylamine; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1021/acs.oprd.0c00193

Reference yield: 95.0%

2-(4-chlorophenoxy)-N-methylethan-1-amine (65686-13-7) + 2-chlorosulfonylmethyl-3-methyl-butyric acid tert-butyl ester (224178-61-4) → tert-Butyl 2-(N-(2-(4-Chlorophenoxy)ethyl)-N-methylsulfamoylmethyl)-3-methylbutanoate (224178-05-6)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(01)02151-7

upstream raw materials:

O-methanesulfonyl-2-(4-chlorophenoxy)ethanol

methylamine

2-(4-chlorophenoxy)ethanol

Downstream raw materials:

[2-(4-Chloro-phenoxy)-ethyl]-{2-[2-(2-{[2-(4-chloro-phenoxy)-ethyl]-methyl-amino}-ethoxy)-ethoxy]-ethyl}-methyl-amine

tert-Butyl 2-(N-(2-(4-Chlorophenoxy)ethyl)-N-methylsulfamoylmethyl)-3-methylbutanoate

(R)-2-((R)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-3-methyl-butane-1-sulfonic acid [2-(4-chloro-phenoxy)-ethyl]-methyl-amide

2-(N-(2-(4-Chlorophenoxy)ethyl)-N-methylsulfamoyl-methyl)-3-methylbutanoic Acid

Refernces