N,N'-Diethylethylenediamine

Base Information

• Chemical Name: N,N'-Diethylethylenediamine
• CAS No.: 111-74-0
• Molecular Formula: C6H16N2
• Molecular Weight: 116.206
• Hs Code.: 29212900
• European Community (EC) Number: 203-902-4
• DSSTox Substance ID: DTXSID0059409
• Nikkaji Number: J150.839C
• Wikidata: Q27105148
• Metabolomics Workbench ID: 52734
• ChEMBL ID: CHEMBL54723
• Mol file: 111-74-0.mol

Synonyms:N,N'-Diethylethylenediamine;111-74-0;1,2-Ethanediamine, N,N'-diethyl-;N,N'-diethylethane-1,2-diamine;1,2-Bis(ethylamino)ethane;ethyl[2-(ethylamino)ethyl]amine;EINECS 203-902-4;1,2-Ethanediamine, N1,N2-diethyl-;N,N/'-Diethylethylenediamine;AI3-26637;Ethylenediamine, N,N'-diethyl-;CHEBI:182290;N,N'-Diethyl-1,2-diaminoethane;3,6-diazaoctane;N,N'-Ethylenediethyldiamine;Triethylendiamin;diethylethylenediamine;N,N'-diethylethane-1,2-diamine dihydrobromide;N,N'-diethyl-ethylenediamine;N,N'-diethylethylene diamine;SCHEMBL80292;CHEMBL54723;DTXSID0059409;n,n'-diethyl-1,2-ethanediamine;N,N'-Diethylethylenediamine, 95%;N1,N2-diethylethane-1,2-diamine;MFCD00009033;AKOS005308239;AS-11907;D0287;FT-0631630;EN300-131406;F15441;A802405;J-002622;Q27105148;F8889-7850

Chemical Property of N,N'-Diethylethylenediamine

Chemical Property:

• Appearance/Colour: colorless to yellow liquid
• Melting Point: -7.15°C (estimate)
• Refractive Index: n20/D 1.4326(lit.)
• Boiling Point: 144 ºC at 760 mmHg
• PKA: 11.17±0.19(Predicted)
• Flash Point: 33.3 °C
• PSA: 24.06000
• Density: 0.8 g/cm³
• LogP: 0.98720
• Water Solubility.: Miscible with water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 116.131348519
• Heavy Atom Count: 8
• Complexity: 31.5

Purity/Quality:

98%, ^*data from raw suppliers

N,N''-Diethylethylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 16-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCNCCNCC
• Uses: N,N'-Diethylethylenediamine is used as an internal standard in liquid chromatographic method used for checking the assay of ethambutol. It is utilized for the solvation of lithium hexamethyldisilazide. It acts as a ligand and form coordination complexes such as trans-diaquabis(N,N'-diethylethylenediamine)nickel(II) chloride and copper(II)-N,N-Diethylethylenediamine, which shows thermochromic properties. Further, it is used as a pharmaceutical intermediate used in the synthesis of procainamide hydrochloride, tiapride and cinchocaine.

Technology Process of N,N'-Diethylethylenediamine

There total 21 articles about N,N'-Diethylethylenediamine 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: 65.0%

N,N-diethyl-N,N'-ethanediyl-bis-toluene-4-sulfonamide (102600-38-4) → N,N'-diethylethylenediamine (111-74-0)

Guidance literature:

N,N-diethyl-N,N'-ethanediyl-bis-toluene-4-sulfonamide; With sulfuric acid; water; at 160 ℃; for 2h;

With sodium hydroxide; In water; at 20 ℃;

DOI:10.1039/c2dt11082b

Reference yield: 28.0%

ethylamine (75-04-7,85404-22-4) + ethylene dibromide (106-93-4) → 1,4-diethylpiperazine (6483-50-7) + N,N'-diethylethylenediamine (111-74-0) + N,N',N''-triethyldiethylenetriamine (105-93-1) + N,N',N'',N'''-tetraethyltriethylenetetramine (24426-33-3)

Guidance literature:

In water; at 20 ℃; for 336000h;

DOI:10.1016/S0040-4020(03)01149-9

Reference yield: 8.0%

C12H32CuN4(2+)*2ClO4(1-) → N,N'-diethylethylenediamine (111-74-0) + 3,7-Dinitroso-3,7-diazaoctan (7346-14-7) + 3-Nitroso-3,6-diazaoctan (29104-68-5)

Guidance literature:

C₁₂H₃₂CuN₄⁽²⁺⁾*2ClO₄^(1-); With nitrogen(II) oxide; acetonitrile; for 0.166667h;

In acetonitrile; benzene; for 1h;

With sodium sulfide; In water; acetonitrile; benzene; for 0.5h; Saturated solution;

DOI:10.1039/c2dt11082b

upstream raw materials:

N,N'-diacetylethylenediamine

ethylamine

ethylene dibromide

ethyl iodide

Downstream raw materials:

N-(2-diethylamino-ethyl)-palmitamide

N,N'-Diethyl-N-[4-(4-methyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine

N,N'-Diethyl-N-[4-(4-ethyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine

N,N'-Diethyl-N-[4-(4-isopropyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine

Refernces

• 1、 Pelckmans, Michiel,Vermandel, Walter,Van Waes, Frederik,Moonen, Kristof,Sels, Bert F.. "Low-Temperature Reductive Aminolysis of Carbohydrates to Diamines and Aminoalcohols by Heterogeneous Catalysis". supporting information. p. 14540 - 14544. Retrieved 2017/10/23.
• 2、 Verma, Sanjeev K.,Ghorpade, Ramarao,Kaushik. "Arylation of amines and monoarylation of symmetrical diamines in the presence of brine solution with diheteroaryl halides". supporting information. p. 2645 - 2655. Retrieved 2014/08/18.