3-chloro-N-ethylaniline

Base Information

• Chemical Name: 3-chloro-N-ethylaniline
• CAS No.: 15258-44-3
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 2921490090
• European Community (EC) Number: 828-294-3
• DSSTox Substance ID: DTXSID00483218
• Nikkaji Number: J1.432.568I
• Wikidata: Q72456867
• Mol file: 15258-44-3.mol

Synonyms:3-chloro-N-ethylaniline;15258-44-3;Benzenamine, 3-chloro-N-ethyl-;(3-chlorophenyl)ethylamine;N-Ethyl-3-chloro-benzenamine;SCHEMBL148749;DTXSID00483218;AMY10530;MFCD00028626;AKOS000235838;SB76197;LS-03787;CS-0216054;FT-0683491;EN300-32891;L10102;A883893;Z286371690

Chemical Property of 3-chloro-N-ethylaniline

Chemical Property:

• Vapor Pressure: 0.032mmHg at 25°C
• Boiling Point: 243.499oC at 760 mmHg
• PKA: 4.32±0.25(Predicted)
• Flash Point: 103.818oC
• PSA: 12.03000
• Density: 1.133g/cm3
• LogP: 2.84480
• Storage Temp.: 2-8°C
• 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: 95.3

Purity/Quality:

98%min ^*data from raw suppliers

3-chloro-N-ethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-chloro-N-ethylaniline

There total 13 articles about 3-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: 90.0%

3-Chloroacetanilide (588-07-8) → N-ethyl-3-chloroaniline (15258-44-3)

Guidance literature:

With zirconium(IV) borohydride; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1080/00397910008087061

Reference yield: 86.0%

triethylamine (121-44-8) + 3-chloro-aniline (108-42-9) → N-ethyl-3-chloroaniline (15258-44-3)

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: 84.0%

3-Chloroacetanilide (588-07-8) → N-ethyl-3-chloroaniline (15258-44-3) + 3-chloro-aniline (108-42-9)

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:

3-chloro-aniline

3-Chloroacetanilide

trans-Crotonaldehyde

acetaldehyde

Downstream raw materials:

N-(3-Chloro-phenyl)-N-ethyl-acetamide

N-(3-chlorophenyl)tetrahydropyrrole

3-(2-chlorophenyl)-N-(3-chlorophenyl)-N-ethyl-5-methyl-4-isoxazolecarboxamide

N-ethyl-6-chloro-3-nitropyridin-2-amine

Refernces

• 1、 Pan, Yixiao,Luo, Zhenli,Xu, Xin,Zhao, Haoqiang,Han, Jiahong,Xu, Lijin,Fan, Qinghua,Xiao, Jianliang. "Ru-Catalyzed Deoxygenative Transfer Hydrogenation of Amides to Amines with Formic Acid/Triethylamine". supporting information. p. 3800 - 3806. Retrieved 2019/07/12.
• 2、 Benitez-Medina, G. Eliad,García, Juventino J.. "Hydrogenation and: N-Alkylation of anilines and imines via transfer hydrogenation with homogeneous nickel compounds". supporting information. p. 17579 - 17587. Retrieved 2019/12/23.