N,N-Dimethylethylenediamine

Base Information

• Chemical Name: N,N-Dimethylethylenediamine
• CAS No.: 108-00-9
• Molecular Formula: C4H12N2
• Molecular Weight: 88.1527
• Hs Code.: 29212900
• European Community (EC) Number: 203-541-2
• NSC Number: 24506
• UNII: GJ3A38X3M9
• DSSTox Substance ID: DTXSID7059357
• Nikkaji Number: J91.250F
• Wikidata: Q24731206
• Mol file: 108-00-9.mol

Synonyms:N,N-Dimethylethylenediamine;108-00-9;2-Dimethylaminoethylamine;N,N-Dimethyl-1,2-ethanediamine;(2-Aminoethyl)Dimethylamine;2-(Dimethylamino)ethylamine;N,N-Dimethylethanediamine;N1,N1-dimethylethane-1,2-diamine;1,2-Ethanediamine, N,N-dimethyl-;N,N-Dimethyl-1,2-ethylenediamine;N-(2-Aminoethyl)-N,N-dimethylamine;N,N-Dimethyl-1,2-diaminoethane;2-Aminoethyldimethylamine;N,N-Dimethylethane-1,2-diamine;Unsym-dimethylethylenediamine;N',N'-dimethylethane-1,2-diamine;Ethylenediamine, N,N-dimethyl-;NSC 24506;beta-(Dimethylamino)ethylamine;1,2-Ethanediamine, N1,N1-dimethyl-;DMEN;dimethylaminoethylamine;.beta.-(Dimethylamino)ethylamine;EINECS 203-541-2;MFCD00008175;1-Amino-2-dimethylaminoethane;AI3-26641;GJ3A38X3M9;2-(N,N-dimethylamino)ethylamine;N,N-dimethyl-ethane-1,2-diamine;NSC-24506;NSC24506;2dimethylaminoethylamine;2-dimethyaminoethylamine;N-dimethylaminoethylamine;2-dimethylamino-ethylamin;Me2NCH2CH2NH2;2-dimethylamino-ethylamine;2-dimethylaminoethyl amine;N,N-dimethyethylenediamine;N,N-dimethylethlenediamine;N,N-dimethylethylendiamine;2-Dimethylamino ethylamine;n,n dimethylethylenediamine;beta-dimethylaminoethylamine;unsym-dimethyethylenediamine;n,n-dimethyl-ethylendiamine;N,N-dimethlethylene diamine;N,N-dimethyl ethylendiamine;N,N-dimethylethylen-diamine;N,N-dimethyletylene diamine;2-(dimethylamino)ethanamine;unsym dimethylethylenediamine;beta-dimethylamino-ethylamine;N, N-Dimethylethylenediamine;N,N-dimethyl ethylenediamine;N,N-dimethyl-aminoethylamine;N,N-dimethyl-ethylenediamine;N,N-dimethylethyl-enediamine;N,N-dimethylethylene diamine;N,N-dimethylethylene-diamine;UNII-GJ3A38X3M9;(2-aminoethyl) dimethylamine;2-(dimethylamino) ethylamine;2-(dimethylamino)-ethylamine;unsym-dimethylethylene diamine;(N,N-dimethyl)ethylenediamine;N,N-dimethyl ethylene diamine;N,N-dimethyl-ethylene-diamine;DIMETHYLAMINO ETHYLAMINE;n,n-dimethylethan-1,2-diamine;DTXSID7059357;n.n-dimethylethane-1,2-diamine;N, N-dimethyl-1,2-ethanediamine;N, N-dimethylethane-1,2-diamine;N,N-dimethyl ethane-1,2-diamine;2-(N,N-dimethyl-amino)ethylamine;N,N-Dimethylethylenediamine, 95%;N1,N1-dimethyl-1,2-ethanediamine;N1.N1-dimethylethane-1,2-diamine;N',N'-dimethyl-ethane-1,2-diamine;N1, N1-dimethylethane-1,2-diamine;STL183257;N-(2-DIMETHYLAMINOETHYL)AMINE;N1,N1-Dimethyl-ethane-1,2-diamine;AKOS000119882;N,N-METHYL-1,2-ETHANEDIAMINE;N1, N1-dimethyl-ethane-1,2-diamine;SB75354;VS-0322;2-(N,N-DIMETHYLAMINO)ETHANAMINE;1-AMINO-2-(DIMETHYLAMINO)ETHANE;2-N,N-DIMETHYLAMINOETHYLENEDIAMINE;BP-11461;LS-65443;N*1*,N*1*-dimethylethane-1,2-diamine;N*1*,N*1*-dimethyl-ethane-1,2-diamine;AM20080032;D0719;FT-0629531;FT-0667428;EN300-19760;N,N-Dimethylethylenediamine, >=98.0% (GC);S12293;W-108728;Q24731206;F2187-2178

Chemical Property of N,N-Dimethylethylenediamine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.35 psi ( 20 °C)
• Melting Point: -70 °C
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 93.5 °C at 760 mmHg
• PKA: 9.59±0.10(Predicted)
• Flash Point: 23.9 °C
• PSA: 29.26000
• Density: 0.835 g/cm³
• LogP: 0.20700
• Storage Temp.: Flammables area
• Sensitive.: Hygroscopic
• Water Solubility.: MISCIBLE
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 88.100048391
• Heavy Atom Count: 6
• Complexity: 26.7

Purity/Quality:

99% ^*data from raw suppliers

2-Di ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: T+,F,C
• Statements: 24/25-26-34-35-21/22-11-36/37-10
• Safety Statements: 26-28-36/37/39-45-36-28A-23-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN
• Uses: It finds its application as an intermediate in the synthesis of Cefotiam. It is also used as a catalyst in the synthesis of allylic nitro compounds. N,N-Dimethylethylenediamine is a bidentate ligand that can be used:To synthesize Schiff base ligands to prepare their zinc alkyl and zinc alkoxide complexes that initiate ring-opening polymerization of lactides.As a ligand to prepare copper azido polymers.In the synthesis of naphthalimides such as amonafide, an antitumor agent.As the receptor in building fluorescent signaling systems to perturb the photoinduced intramolecular electron transfer (PET) process from the nitrogen lone-pair to the fluorophore.

Technology Process of N,N-Dimethylethylenediamine

There total 24 articles about N,N-Dimethylethylenediamine 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: 81.82%

→ N,N-dimethylethylenediamine (108-00-9)

Guidance literature:

With ammonia; In methanol; at 25 ℃; for 12h;

Reference yield: 79.0%

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine (383865-57-4) → 1-(2-Dimethylamino-ethyl)-3-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-urea + N,N-dimethylethylenediamine (108-00-9)

Guidance literature:

Reference yield: 40.0%

ethyleneimine (151-56-4,9002-98-6) + dimethyl amine (124-40-3) → N,N-dimethylethylenediamine (108-00-9)

Guidance literature:

In methanol; 1.) 20 deg C, 12 h, 2.) reflux, 12 h;

DOI:10.1007/BF00962346

upstream raw materials:

ethyleneimine

dimethyl amine

2-(2-bromoethyl)isoindoline-1,3-dione

N-<2-(dimethylamino)ethyl>phthalimide

Downstream raw materials:

N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine

N'-(1-ethyl-[3]piperidyl)-N,N-dimethyl-ethylenediamine

N-<2-(dimethylamino)ethyl>phthalimide

phenyl(2-pyridinyl)methanol

Refernces

An access to α, β-unsaturated ketones via dual cooperative catalysis

10.1016/j.tetlet.2018.11.065

The study presents a novel method for synthesizing α, β-unsaturated ketones using a dual cooperative organocatalytic approach. The key chemicals involved in this study are acetone and various aldehydes (both aromatic and aliphatic) which serve as the starting materials. The reaction is catalyzed by N,N-dimethylethylene diamine (DMEDA) and Meldrum’s acid. DMEDA plays a crucial role in forming an enamine intermediate with acetone, while Meldrum’s acid facilitates the Knoevenagel condensation with the aldehyde. The process involves a domino Knoevenagel-Michael-retro Michael reaction sequence, occurring in a one-pot setup at 55 °C for 24 hours in ethyl acetate solvent. The method is notable for its high E-selectivity and regioselectivity, yielding α, β-unsaturated ketones with excellent purity and no significant side products from self-condensation. The study demonstrates the practicality and efficiency of this approach by synthesizing a total of 23 different α, β-unsaturated ketones, showcasing the versatility and applicability of the dual cooperative catalysis method in organic synthesis.

Synthesis of 1,4-Dinitroanthracene-9,10-dione. Stepwise Substitution of the Nitro Groups by Diamines Leading to 1-<(Aminoalkyl)amino>-4-nitroanthracene-9,10-diones and Unsymmetrical 1,4-Bis<(aminoalkyl)amino>anthracene-9,10-diones

10.1021/jo00308a030

The study focuses on the synthesis of 1,4-dinitroanthracene-9,10-dione (2) and its subsequent transformations using various diamines. The researchers explored two methods for synthesizing 2, one involving trifluoroacetic anhydride and hydrogen peroxide, and the other using trifluoroacetic acid and hydrogen peroxide. They then investigated the displacement of the nitro groups in 2 by different diamines, such as N,N-dimethylethylenediamine, 2-[(2-aminoethyl)amino]ethanol, and ethylenediamine, to produce monosubstituted and bis-substituted anthracene-9,10-dione derivatives. The study also examined the sequential displacements of the nitro substituents by diamines to prepare unsymmetrically substituted 1,4-bis[(aminoalkyl)amino]anthracene-9,10-diones. The products were characterized using various analytical techniques, including melting point determination, proton NMR, and mass spectrometry.

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