N-(2-Ethylhexyl)aniline

Base Information

• Chemical Name: N-(2-Ethylhexyl)aniline
• CAS No.: 10137-80-1
• Molecular Formula: C14H23 N
• Molecular Weight: 205.343
• Hs Code.: 2921420090
• UNII: 76A9GJF99S
• DSSTox Substance ID: DTXSID30906086
• Nikkaji Number: J55.226G
• Wikidata: Q27266480
• Mol file: 10137-80-1.mol

Synonyms:N-(2-Ethylhexyl)aniline;Benzenamine, N-(2-ethylhexyl)-;N-(2-Ethylhexyl)benzenamine;Aniline, N-(2-ethylhexyl)-;Hexylamine, 2-ethyl-N-phenyl-;10137-80-1;BRN 3254861;N-2-(Ethylhexyl)aniline;UNII-76A9GJF99S;76A9GJF99S;3-12-00-00275 (Beilstein Handbook Reference);SCHEMBL3248985;DTXSID30906086;AKOS012797433;LS-19807;Q27266480

Chemical Property of N-(2-Ethylhexyl)aniline

Chemical Property:

• Vapor Pressure: 0.000853mmHg at 25°C
• Refractive Index: 1.5105 (estimate)
• Boiling Point: 304.8°Cat760mmHg
• PKA: 4.76±0.50(Predicted)
• Flash Point: 137.8°C
• PSA: 12.03000
• Density: 0.913g/cm³
• LogP: 4.38790
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 205.183049738
• Heavy Atom Count: 15
• Complexity: 138

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(CC)CNC1=CC=CC=C1
• Uses: Solvent, organic synthesis.

Technology Process of N-(2-Ethylhexyl)aniline

There total 7 articles about N-(2-Ethylhexyl)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: 86.0%

2-Ethylhexyl alcohol (104-76-7) + aniline (62-53-3) → N-(2-ethylhexyl)benzenamine (10137-80-1)

Guidance literature:

With C₃₈H₄₃ClIrN₂O₂P; caesium carbonate; silver(I) triflimide; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/cs5009909

Reference yield: 85.0%

2-Ethylhexylamine (104-75-6) + methyl-phenyl-thioether (100-68-5) → N-(2-ethylhexyl)benzenamine (10137-80-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; sodium hexamethyldisilazane; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 100 ℃; for 12h;

DOI:10.1021/acscatal.0c00393

Reference yield: 80.0%

d,l-2-ethylhexanal (123-05-7) + aniline (62-53-3) → N-(2-ethylhexyl)benzenamine (10137-80-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In methanol; dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.9b01200

upstream raw materials:

3-(iodomethyl)heptane

aniline

3-bromomethylheptane

2-Ethylhexyl alcohol

Downstream raw materials:

trans-azoxybenzene

N-(2-ethylhexyl)-N-propylaniline

Refernces

• 1、 Luo, Huanhuan,Wang, Dawei,Xu, Zhaojun,Yang, Bobin,Yang, Yike. "Silver/manganese dioxide nanorod catalyzed hydrogen-borrowing reactions and tert-butyl ester synthesis". . p. 708 - 715. Retrieved 2021.
• 2、 Yang, Daobin,Hayashi, Yuya,Sasabe, Hisahiro,Igarashi, Tsukasa,Sano, Takeshi,Kido, Junji. "Elucidating the impact of N-arylanilino substituents of squaraines on their photovoltaic performances". . p. 188 - 194. Retrieved 2019.