N-(2-Chloroethyl)aniline

Base Information

• Chemical Name: N-(2-Chloroethyl)aniline
• CAS No.: 935-06-8
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• European Community (EC) Number: 824-941-9
• DSSTox Substance ID: DTXSID10239445
• Nikkaji Number: J55.208I
• Wikidata: Q83121803
• Mol file: 935-06-8.mol

Synonyms:N-(2-Chloroethyl)aniline;935-06-8;N-(Chloroethyl)aniline;Benzenamine, N-(2-chloroethyl)-;ANILINE, N-(2-CHLOROETHYL)-;N-(2-Chloroethyl)benzenamine;BRN 2802433;3-12-00-00258 (Beilstein Handbook Reference);N-2-chloroethylaniline;SCHEMBL6138610;DTXSID10239445;N-(2-chloroethyl)-N-phenylamine;AKOS006240758;LS-19651;CS-0253012;EN300-62254

Chemical Property of N-(2-Chloroethyl)aniline

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Boiling Point: 263.9°C at 760 mmHg
• Flash Point: 113.4°C
• PSA: 12.03000
• Density: 1.137g/cm³
• LogP: 2.41030
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 79.3

Purity/Quality:

99% ^*data from raw suppliers

BENZENAMINE, N-(2-CHLOROETHYL)- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCCCl

Technology Process of N-(2-Chloroethyl)aniline

There total 10 articles about N-(2-Chloroethyl)aniline 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%

1,2-dichloro-ethane (107-06-2,52399-93-6) + aniline (62-53-3) → N-(2-chloroethyl)aniline (935-06-8)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; 3-butyl-1-methylimidazolium acetate; In neat (no solvent); at 70 ℃; for 4h; Schlenk technique;

DOI:10.1002/cctc.201800142

Reference yield: 70.0%

1-iodo-3-chloro-propane (6940-76-7) + aniline (62-53-3) → N-(2-chloroethyl)aniline (935-06-8) + aniline mustard (553-27-5)

Guidance literature:

With potassium iodide; In acetonitrile; at 110 ℃; for 0.166667h; under 825.066 Torr; microwave irradiation;

DOI:10.1016/j.tetlet.2004.10.002

Reference yield: 48.0%

N-phenyl-2-oxazolidinone (703-56-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → N-(2-chloroethyl)aniline (935-06-8)

Guidance literature:

With aluminium trichloride; for 12h; Heating; 1.5 equivalents of AlCl₃;

DOI:10.1016/S0040-4039(00)77819-1

upstream raw materials:

2-hydroxylethylphenylamine hydrochloride

aniline

Chloroacetic anhydride

hydrogenchloride

Downstream raw materials:

N-[2-(pyrrolidin-1-yl)ethyl]aniline

1-phenylaziridine

N-(2-chloro-ethyl)-N-nitroso-aniline

bis(2-phenylaminoethyl)amine