N-(2-Chloroethyl)-N-ethylaniline

Base Information

• Chemical Name: N-(2-Chloroethyl)-N-ethylaniline
• CAS No.: 92-49-9
• Molecular Formula: C10H14ClN
• Molecular Weight: 183.681
• Hs Code.: 2921420090
• European Community (EC) Number: 202-159-3
• UNII: YRZ30ATK2G
• DSSTox Substance ID: DTXSID6052615
• Nikkaji Number: J29.601E
• Wikipedia: N-Ethyl-N-(2-chloroethyl)aniline
• Wikidata: Q27294678
• Mol file: 92-49-9.mol

Synonyms:N-(2-Chloroethyl)-N-ethylaniline;92-49-9;Ethyl(chloroethyl)aniline;N-Chloroethyl-N-ethylaniline;Emery 5770;Benzenamine, N-(2-chloroethyl)-N-ethyl-;Aniline, N-(2-chloroethyl)-N-ethyl-;2-(N-Ethylanilino)ethyl chloride;Aniline, 4-chloro-N,N-diethyl-;N-ETHYL-N-(2-CHLOROETHYL)ANILINE;N-(2-Chloroethyl)-N-ethylbenzenamine;HSDB 5276;EINECS 202-159-3;UNII-YRZ30ATK2G;YRZ30ATK2G;C10H14ClN;BRN 1073025;N-(2-chloroethyl)-N-ethyl-aniline;Emery-5770;N-Chlorethyl-N-ethylanilin;N-ethyl-N-chloroethyl aniline;SCHEMBL479209;DTXSID6052615;N-(2-chlorethyl)-N-ethylanilin;AKOS010542110;LS-19654;FT-0631449;N-ETHYL-N-(2-CHLOROETHYL)ANILINE [HSDB];A844253;W-100285;Q27294678

Chemical Property of N-(2-Chloroethyl)-N-ethylaniline

Chemical Property:

• Appearance/Colour: Needles from alcohol.
• Vapor Pressure: 0.0128mmHg at 25°C
• Melting Point: 91-93°C(lit.)
• Refractive Index: 1.549
• Boiling Point: 259.7 °C at 760 mmHg
• Flash Point: 110.8 °C
• PSA: 3.24000
• Density: 1.068 g/cm³
• LogP: 2.75170
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 183.0814771
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

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

N-(2-Chloroethyl)-N-ethylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CCN(CCCl)C1=CC=CC=C1

Technology Process of N-(2-Chloroethyl)-N-ethylaniline

There total 4 articles about N-(2-Chloroethyl)-N-ethylaniline 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: 87.0%

2-( N-ethylanilino)ethanol (92-50-2) → N-ethyl-N-(2-chloroethyl)aniline (92-49-9)

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine; at 0 - 20 ℃; for 16h;

DOI:10.1039/c2ob06783h

Reference yield:

→ N-ethyl-N-(2-chloroethyl)aniline (92-49-9) + N-ethyl-m-toulidine (102-27-2)

Guidance literature:

Reference yield:

N-ethyl-N-phenylamine (103-69-5) → N-ethyl-N-(2-chloroethyl)aniline (92-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol

2: toluene; thionyl chloride

With methanol; thionyl chloride; toluene;

DOI:10.1021/ja01238a009

upstream raw materials:

2-( N-ethylanilino)ethanol

N-ethyl-N-phenylamine

Downstream raw materials:

bis-[2-(N-ethyl-anilino)-ethyl]-methyl-amine

N-ethyl-N'-methyl-N,N'-diphenyl-ethylenediamine

N-ethyl-N'-benzyl-N-phenyl-ethylenediamine

2-[2-(Ethyl-phenyl-amino)-ethyl]-isothiourea

Refernces

• 1、 Vakhonina, Tatyana A.,Kadyrova, Alfira A.,Sarvarov, Timur M.,Smirnov, Maksim A.,Ivanova, Nataliya V.,Khamatgalimov, Ayrat R.,Balakina, Marina Yu.,Sinyashin, Oleg G.. "New polymethacrylic nonlinear optical materials containing multichromophores in the side chain". . p. 272 - 274. Retrieved 2018/06/01.
• 2、 Bell-Horwath, Tiffany R.,Vadukoot, Anish K.,Thowfeik, Fathima Shazna,Li, Guorui,Wunderlich, Mark,Mulloy, James C.,Merino, Edward J.. "Novel ROS-activated agents utilize a tethered amine to selectively target acute myeloid leukemia". supporting information. p. 2951 - 2954. Retrieved 2013/06/27.