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39030

Sigma-Aldrich

N,N-Dimethylethylenediamine

≥98.0% (GC)

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Synonym(s):
2-(Dimethylamino)ethylamine, DMEN
Linear Formula:
(CH3)2NCH2CH2NH2
CAS Number:
Molecular Weight:
88.15
Beilstein/REAXYS Number:
605279
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98.0% (GC)

form

liquid

refractive index

n20/D 1.426 (lit.)
n20/D 1.427

bp

104-106 °C (lit.)

density

0.807 g/mL at 20 °C (lit.)

SMILES string

CN(C)CCN

InChI

1S/C4H12N2/c1-6(2)4-3-5/h3-5H2,1-2H3

InChI key

DILRJUIACXKSQE-UHFFFAOYSA-N

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Related Categories

Application

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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

53.1 °F - closed cup

flash_point_c

11.7 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Pei Zhao et al.
Langmuir : the ACS journal of surfaces and colloids, 35(17), 5779-5786 (2019-01-24)
Nosocomial infections are a major problem in medical health care. To solve this problem, a series of antimicrobial waterborne paints were prepared by using antimicrobial hyperbranched (HB) emulsifiers. The HB-emulsifiers were prepared by polymerizing AB2 monomers obtained in a one-step
Intramolecular Aryne-Furan Cycloadditions for the Synthesis of Anticancer Naphthalimides.
Prevost S, et al.
The Journal of Organic Chemistry, 83(8), 4871-4881 (2018)
Synthesis, structures, and magnetic behavior of a series of copper (II) azide polymers of Cu4 building clusters and isolation of a new hemiaminal ether as the metal complex.
Mukherjee S, et al.
Inorganic Chemistry, 50(8), 3621-3631 (2011)
Perturbation of the PET process in fluorophore? spacer? receptor systems through structural modification: Transition metal induced fluorescence enhancement and selectivity.
Bag B and Bharadwaj P K
The Journal of Physical Chemistry B, 109(10), 4377-4390 (2005)
Ring-opening polymerization of lactides initiated by zinc alkoxides derived from NNO-tridentate ligands.
Chen H Y, et al.
Macromolecules, 39(11), 3745-3752 (2006)

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