N,N,N',N'-Tetramethylethylenediamine

Base Information

• Chemical Name: N,N,N',N'-Tetramethylethylenediamine
• CAS No.: 110-18-9
• Deprecated CAS: 1258795-32-2
• Molecular Formula: C6H16N2
• Molecular Weight: 116.206
• Hs Code.: 29212900
• European Community (EC) Number: 203-744-6
• UN Number: 2372
• UNII: K90JUB7941
• DSSTox Substance ID: DTXSID5026122
• Nikkaji Number: J34.745K
• Wikipedia: Tetramethylethylenediamine
• Wikidata: Q99977133
• Metabolomics Workbench ID: 54745
• ChEMBL ID: CHEMBL3181913
• Mol file: 110-18-9.mol

Synonyms:N,N,N',N'-tetramethyl-1,2-diaminoethane;N,N,N',N'-tetramethylethylenediamine;N,N,N',N'-tetramethylethylenediamine dihydrochloride;N,N,N',N'-tetramethylethylenediamine hydrochloride;TEMED;tetramethylethylenediamine;TMEDA complex

Chemical Property of N,N,N',N'-Tetramethylethylenediamine

Chemical Property:

• Appearance/Colour: Colorless to slightly yellow liquid
• Vapor Pressure: 21 hPa (20 °C)
• Melting Point: -55 °C(lit.)
• Refractive Index: n20/D 1.4179(lit.)
• Boiling Point: 121 °C at 760 mmHg
• PKA: 10.40, 8.26(at 25℃)
• Flash Point: 10 °C
• PSA: 6.48000
• Density: 0.817 g/cm³
• LogP: 0.10960
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 10 mg/mL at 20 °C, clear, colorless
• Water Solubility.: miscible
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.131348519
• Heavy Atom Count: 8
• Complexity: 42.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

N,N,N′,N′-Tetramethyl ethylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C,Xi
• Statements: 11-20/22-34-20/21/22
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CN(C)CCN(C)C
• Uses: N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent. anti-hyperlipidemic, plant growth stimulator, pathogen growth inhibitor, confers plant disease resistance Polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent.

Technology Process of N,N,N',N'-Tetramethylethylenediamine

There total 93 articles about N,N,N',N'-Tetramethylethylenediamine 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: 84.0%

Glycolaldehyde (141-46-8) + dimethyl amine (124-40-3) → 2-(N,N-dimethylamino)ethanol (108-01-0) + N,N,N,N,-tetramethylethylenediamine (110-18-9)

Guidance literature:

With platinum on carbon; hydrogen; In ethanol; at 25 ℃; for 12h; under 30003 Torr; Solvent; Pressure; Reagent/catalyst; Autoclave;

Reference yield: 60.0%

methanol (67-56-1) + 3-azapentane-1,5-diamine (111-40-0,98824-35-2) → N,N'-dimethylpiperazine (106-58-1) + N,N,N,N,-tetramethylethylenediamine (110-18-9) + N,N,N',N'',N'''-pentamethyldiethylenetriamine (3030-47-5)

Guidance literature:

With hydrogen; at 200 ℃; for 20h; under 37503.8 Torr; Reagent/catalyst; Pressure; Time; Concentration; Autoclave; Sealed tube;

Reference yield: 46.0%

Li(1+)*((H3C)2NCH2)2*(C5H5)V(C3H5)2(1-)=(Li((H3C)2NCH2)2)((C5H5)V(C3H5)2) (89184-58-7) + carbon monoxide (201230-82-2) → tetracarbonyl(η(5)-cyclopentadienyl)vanadium(I) + 1,5-Hexadien (592-42-7) + N,N,N,N,-tetramethylethylenediamine (110-18-9) + dilithium (η-cyclopentadienyl)tri(carbonyl)vanadate

Guidance literature:

In tetrahydrofuran; reaction of CO with (LiTMEDA)(CpV(C3H5)2) in THF (Ar); formation of 1,5-hexadiene in the reaction soln., extn. of the residue with toluene, filtering off the solid and drying to give Li2(CpV(CO)3), evapn. of the filtrate to dryness and subliming the residue in a high vacuum at 80°C to give CpV(CO)4;

upstream raw materials:

(2-hydroxyethyl)(methyl)amine

formaldehyd

ethylenediammonium sulfate

sodium methylate

Downstream raw materials:

N,N'-didodecyl-N,N,N',N'-tetramethyl-N,N'-ethanediyldiammonium dibromide

1,1,4,4-tetramethylpiperazinium dibromide

N,N-dimethylisopropyl amine

(β-Dimethylamino-aethyl)-(4-methoxy-phenacyl)-dimethyl-ammoniumbromid

Refernces

• 1、 Koning, A. J. De,Boersma, J.,Kerk, G. J. M. van der. "REACTIONS OF ZINC HYDRIDE AND MAGNESIUM HYDRIDE WITH PYRIDINE; SYNTHESIS AND CHARACTERIZATION OF 1,4-DIHYDRO-1-PYRIDYLZINC AND -MAGNESIUM COMPLEXES". . p. 159 - 172. Retrieved 1980.
• 2、 De Graaf, Wim,Boersma, Jaap,Smeets, Wilberth J. J.,Spek, Anthony L.,Van Koten, Gerard. "Dimethyl(N,N,N′,N′-tetramethylethanediamine)palladium(II) and dimethyl[1,2-bis(dimethylphosphino)ethane]palladium(II): Syntheses, X-ray crystal structures, and thermolysis, oxidative-addition, and ligand-exchange reactions". . p. 2907 - 2917. Retrieved 1989.
• 3、 Hoque, Jiaul,Konai, Mohini M.,Sequeira, Shanola S.,Samaddar, Sandip,Haldar, Jayanta. "Antibacterial and Antibiofilm Activity of Cationic Small Molecules with Spatial Positioning of Hydrophobicity: An in Vitro and in Vivo Evaluation". . p. 10750 - 10762. Retrieved 2016.
• 4、 Baeckvall,J.E.. "-". . p. 163 - 166. Retrieved 1978.
• 5、 Mariategui, J. Francisco,Niedenzu, Kurt. "Boron-nitrogen compounds. CXX. Complexes of B-triethylboroxin with ethylenediamine and derivatives thereof". . p. 137 - 146. Retrieved 1989.
• 6、 Spialter,Moshier. "-". . p. 5955. Retrieved 1957.
• 7、 -. "PROCESS FOR PREPARING N-SUBSTITUTED ALKANOLAMINES AND/OR N-SUBSTITUTED DIAMINES FROM GLYCOLALDEHYDE". Page/Page column 9. . Retrieved 2021/06/22.
• 8、 -. "A METHOD FOR PREPARING ALKYLATED AMINES". Page/Page column 31; 32. . Retrieved 2021/09/11.