2-Ethylhexylamine

Base Information

• Chemical Name: 2-Ethylhexylamine
• CAS No.: 104-75-6
• Deprecated CAS: 114272-35-4
• Molecular Formula: C8H19N
• Molecular Weight: 129.246
• Hs Code.: 29211980
• European Community (EC) Number: 203-233-8
• UN Number: 2276
• UNII: ER54Q9L9W3
• DSSTox Substance ID: DTXSID4025298
• Nikkaji Number: J47.019H
• Wikidata: Q5651233
• ChEMBL ID: CHEMBL1319257
• Mol file: 104-75-6.mol

Synonyms:2-ETHYLHEXYLAMINE;104-75-6;1-Hexanamine, 2-ethyl-;2-ethylhexan-1-amine;2-Ethyl-1-hexylamine;2-Ethyl hexylamine;1-Amino-2-ethylhexane;Hexylamine, 2-ethyl-;2-Ethylhexanamine;2-Ethyl-1-hexanamine;3-(aminomethyl)heptane;beta-Ethylhexylamine;1-Amino-2-ethylhexan;2-ethylhexyl amine;CCRIS 4646;1-Amino-2-ethylhexan [Czech];.beta.-Ethylhexylamine;2-Ethyl-1-aminohexane;EINECS 203-233-8;UN2276;BRN 1209249;UNII-ER54Q9L9W3;AI3-26287;ER54Q9L9W3;DTXSID4025298;EC 203-233-8;4-04-00-00766 (Beilstein Handbook Reference);Isooctylame;2-ethylhexylamin;2-ethyl-hexylamine;Armeen L8D;MFCD00008148;hexylamine, 2-ethyl;2-ethyl n-hexylamine;2-ethyl-n-hexylamine;2-etil-1-hexanamina;2-etil-1-hexilamina;Hexilamina, 2-etil-;2-etil-1-aminohexano;mono-2-ethylhexylamine;(2-Ethylhexyl) amine;Amino-1 thyl-2 hexane;1-Hexanamina, 2-etil-;SCHEMBL28690;2-Ethyl-1-hexylamine, 98%;DTXCID805298;Hexylamine 2-ethyl-(6CI8CI);CHEMBL1319257;Hexylamine 2-ethyl-(6CI 8CI);AMY21851;STR09770;Tox21_200736;LS-379;NA2276;AKOS000119077;AKOS017278453;UN 2276;NCGC00090936-01;NCGC00090936-02;NCGC00090936-03;NCGC00258290-01;CAS-104-75-6;J47.019H;E0126;FT-0628973;EN300-19012;2-Ethyl-1-hexylamine, purum, >=98.0% (GC);2-Ethylhexylamine [UN2276] [Flammable liquid];2-Ethylhexylamine [UN2276] [Flammable liquid];J-001244;Q5651233;F2191-0272

Chemical Property of 2-Ethylhexylamine

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 1.2 mm Hg ( 20 °C)
• Melting Point: -76 °C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 167.3 °C at 760 mmHg
• PKA: 10.75±0.10(Predicted)
• Flash Point: 52.2 °C
• PSA: 26.02000
• Density: 0.7894 g/cm³
• LogP: 2.86180
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: 1.6g/l
• Water Solubility.: 2.5 g/L (20 ºC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 129.151749610
• Heavy Atom Count: 9
• Complexity: 52.5
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-1-hexanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,C
• Statements: 10-21/22-23-34
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCC(CC)CN
• General Description: 2-Ethylhexylamine is an aliphatic amine used in the selective synthesis of non-symmetrical bis-ureas, where it contributes to improved solubility and self-assembly properties when combined with aromatic groups. Its reactivity with 2,4-toluene diisocyanate (2,4-TDI) enables the formation of mono-isocyanate/mono-urea intermediates, which are further functionalized to produce non-symmetrical bis-ureas. These compounds exhibit enhanced self-assembly and solubility compared to their symmetrical counterparts, making them valuable for designing materials with tailored rheological and mechanical properties.

Technology Process of 2-Ethylhexylamine

There total 7 articles about 2-Ethylhexylamine 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: 92.0%

2-Ethylhexyl alcohol (104-76-7) → 2-Ethylhexylamine (104-75-6)

Guidance literature:

With sodium azide; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1080/00397910008087402

Reference yield:

2-Ethylhexyl alcohol (104-76-7) → 2-Ethylhexylamine (104-75-6) + 2-ethyl-N-(2-ethylhexyl)-1-hexanamine (106-20-7)

Guidance literature:

With chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II); urea; diphenylphosphinopropane; In diethylene glycol dimethyl ether; at 160 ℃; for 12h; Autoclave; Inert atmosphere;

DOI:10.1080/00958972.2020.1804058

Reference yield:

2-ethyl-N-(2-ethylhexyl)-1-hexanamine (106-20-7) → 2-Ethylhexylamine (104-75-6)

Guidance literature:

With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); ammonia; water; In tert-Amyl alcohol; tert-butyl methyl ether; at 170 ℃; for 16h; pressure tube; Inert atmosphere;

DOI:10.1002/chem.201100007

upstream raw materials:

2-ethylhexenal

2-Ethylhexyl alcohol

2-ethyl-N-(2-ethylhexyl)-1-hexanamine

2-ethyl-hexanal oxime

Downstream raw materials:

N-(2-ethylhexyl)maleimide

3-(isocyanatomethyl)heptane

dichloro-acetic acid-(2-ethyl-hexylamide)

(2-ethyl-hexyl)-amidophosphoric acid dimethyl ester

Refernces

Selective synthesis of non-symmetrical bis-ureas and their self-assembly

10.1039/b316913h

The research aims to selectively synthesize non-symmetrical bis-ureas and investigate their self-assembly properties. The study focuses on creating bis-ureas with one aromatic and one aliphatic group, which combine the solubility of aliphatic bis-ureas and the strong association of aromatic ones. The key chemicals used include various aromatic amines (such as 4-n-butylaniline and 2,6-diethylaniline), and aliphatic amines (like 2-ethylhexylamine). 2,4-toluene diisocyanate (2,4-TDI) plays a pivotal role as the core reactant for synthesizing mono-isocyanate/mono-ureas and subsequently non-symmetrical bis-ureas. The selective synthesis involves reacting an aromatic amine with an excess of 2,4-TDI to obtain mono-isocyanate/mono-ureas, which are then reacted with chosen amines to form the desired non-symmetrical bis-ureas. The synthesized compounds were characterized using techniques like 1H NMR, FTIR spectroscopy, and viscosimetry. The results show that non-symmetrical bis-ureas exhibit stronger self-assembly and better solubility compared to symmetrical bis-ureas. Additionally, bis-ureas grafted onto polydimethylsiloxanes (PDMS) form physical cross-links, leading to rubbery solids with promising rheological properties. The study concludes that the selective synthesis of non-symmetrical bis-ureas opens up new possibilities for creating materials with unique self-assembly and mechanical properties.