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39030

Sigma-Aldrich

N,N-Dimethylethylenediamine

≥98.0% (GC)

Synonym(s):

2-(Dimethylamino)ethylamine, DMEN

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About This Item

Linear Formula:
(CH3)2NCH2CH2NH2
CAS Number:
108-00-9
Molecular Weight:
88.15
Beilstein:
605279
EC Number:
203-541-2
MDL number:
MFCD00008175
UNSPSC Code:
12352100
PubChem Substance ID:
57649882
NACRES:
NA.22

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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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.

Signal Word

Danger

Hazard Statements

H225,H302 + H312,H314

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

53.1 °F - closed cup

Flash Point(C)

11.7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Perturbation of the PET process in fluorophore? spacer? receptor systems through structural modification: Transition metal induced fluorescence enhancement and selectivity.
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The Journal of Physical Chemistry B, 109(10), 4377-4390 (2005)
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.
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