4-chloro-N-ethylaniline

Base Information

• Chemical Name: 4-chloro-N-ethylaniline
• CAS No.: 13519-75-0
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID20343163
• Nikkaji Number: J111.281C
• Wikidata: Q82114386
• Mol file: 13519-75-0.mol

Synonyms:4-chloro-N-ethylaniline;N-Ethyl-4-chloroaniline;13519-75-0;N-ETHYL-p-CHLOROANILINE;4-Chloro-n-ethylbenzenamine;N-(4-Chlorophenyl)-N-ethylamine;Benzenamine,4-chloro-N-ethyl-;Benzenamine, 4-chloro-N-ethyl-;p-Chloro-N-ethylaniline;4-chloro-N-ethyl-aniline;N-Ethyl-4-chloro-benzenamine;SCHEMBL632439;(4-chloro-phenyl)-ethyl-amine;(4-chlorophenyl)-1-ethylamine;KLWDPIXDUVYHMS-UHFFFAOYSA-;DTXSID20343163;MFCD00018594;N-(4-Chlorophenyl)-N-ethylamine #;AKOS000235522;SB76546;AS-57974;BP-10920;CS-0206425;E0420;FT-0636910;EN300-33070;D84614;A806898

Chemical Property of 4-chloro-N-ethylaniline

Chemical Property:

• Vapor Pressure: 0.0153mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 256.5 °C at 760 mmHg
• PKA: 4.50±0.32(Predicted)
• Flash Point: 108.9 °C
• PSA: 12.03000
• Density: 1.133 g/cm³
• LogP: 2.84480
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

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

N-Ethyl-4-chloroaniline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1=CC=C(C=C1)Cl

Technology Process of 4-chloro-N-ethylaniline

There total 48 articles about 4-chloro-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: 91.0%

4-chloro-aniline (106-47-8) + triethylamine (121-44-8) → N-ethyl-4-chloro-aniline (13519-75-0)

Guidance literature:

With [(phenylbenzothiazole)₂Ir(nBu)₃]OTf; In 5,5-dimethyl-1,3-cyclohexadiene; at 155 ℃; for 10h; Inert atmosphere; Schlenk technique;

Reference yield: 88.0%

N-(4-chlorophenyl)acetamide (539-03-7) → N-ethyl-4-chloro-aniline (13519-75-0)

Guidance literature:

With C₁₈H₃₂ClIrO₂P₂; tris(pentafluorophenyl)borate; hydrogen; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In toluene; at 120 ℃; for 24h; under 38002.6 Torr; chemoselective reaction;

DOI:10.1021/acscatal.6b01019

Reference yield: 85.0%

N-(4-chlorophenyl)acetamide (539-03-7) → 4-chloro-aniline (106-47-8) + N-ethyl-4-chloro-aniline (13519-75-0)

Guidance literature:

With dihydridocarbonyl(1,1,1-tris(diphenylphosphinomethyl)ethane)ruthenium(II) complex; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; In tetrahydrofuran; at 120 ℃; for 16h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1002/cctc.201600635

upstream raw materials:

(E)-1-(4-chlorophenyl)ethanone oxime

4-chloro-N-ethylformanilide

ethyl bromide

4-chloro-aniline

Downstream raw materials:

N-ethyl-N-(4-chloro-phenyl)-N',N'-dimethyl-urea

4-chloro-N,N-diethylaniline

4-chloro-benzenesulfonic acid-(N-ethyl-4-chloro-anilide)

chloro-acetic acid-(N-ethyl-4-chloro-anilide)

Refernces

• 1、 Julliard, Michel,Vernin, Gaston,Metzger, Jacques. "Synthese de N-Alkyl-arylamines par Thermolyse ou Photolyse d'Alkyl-3-diaryl-1,3-triazenes". . p. 467 - 472. Retrieved 1980.
• 2、 Li, Guangming,Li, Jingfang,Li, Weizuo,Li, Xuewei,Li, Zhibin,Mao, Guijie,She, Wei,Wang, Jing. "A highly efficient Co-based catalyst fabricated by coordination-assisted impregnation strategy towards tandem catalytic functionalization of nitroarenes with various alcohols". . p. 462 - 474. Retrieved 2021/11/11.
• 3、 -. "Halogenated method of aromatic compound". Paragraph 0038-0041. . Retrieved 2021/11/10.