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
• Description: 2-Ethylhexylamine is used as an intermediate to manufacture agricultural chemicals, rubber chemicals, pharmaceuticals, surfactants, polymerization auxiliaries, plastic additives, dyes, insecticides, flotation agents, corrosion inhibitors, paint additives, detergents, fuel additives, and lubricant additives1. Novel 2-Ethylhexylamine salt anionic monoazo dyes are very useful for dyeing solvents, printing inks or polymeric film-forming materials2.
• Uses: 2-Ethylhexylamine is used in organic syntheses. 2-Ethylhexylamine is used to make pharmaceuticals and other chemicals. It is used as beam material and surface active agent. It also involves in synthesis of aliphatic amines. Synthesis of detergents, rubber chemicals, oil additives, and insecticides.

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:

3-(isocyanatomethyl)heptane

N-(2-ethyl-hexyl)-salicylamide

1-(3-Chloro-4-trifluoromethyl-phenyl)-3-(2-ethyl-hexyl)-urea

2,2'-dithiobis

Refernces

• 1、 Baumann, Wolfgang,Spannenberg, Anke,Pfeffer, Jan,Haas, Thomas,Koeckritz, Angela,Martin, Andreas,Deutsch, Jens. "Utilization of common ligands for the ruthenium-catalyzed amination of alcohols". supporting information. p. 17702 - 17706. Retrieved 2014/01/17.
• 2、 Baehn, Sebastian,Imm, Sebastian,Neubert, Lorenz,Zhang, Min,Neumann, Helfried,Beller, Matthias. "Synthesis of primary amines from secondary and tertiary amines: Ruthenium-catalyzed amination using ammonia". experimental part. p. 4705 - 4708. Retrieved 2011/05/12.