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424528

Sigma-Aldrich

4,4′-(Oxydi-2,1-ethanediyl)bismorpholine

97%

Synonym(s):

β,β′-Dimorpholinodiethyl ether, 2,2′-Dimorpholinodiethyl ether, 4,4′-(Oxydiethylene)dimorpholine, Bis(morpholinoethyl) ether

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About This Item

Empirical Formula (Hill Notation):
C12H24N2O3
CAS Number:
6425-39-4
Molecular Weight:
244.33
EC Number:
229-194-7
MDL number:
MFCD00072740
UNSPSC Code:
12162002
PubChem Substance ID:
24866573
NACRES:
NA.23

assay

97%

refractive index

n20/D 1.484 (lit.)

bp

309 °C (lit.)

density

1.06 g/mL at 25 °C (lit.)

SMILES string

C(CN1CCOCC1)OCCN2CCOCC2

InChI

1S/C12H24N2O3/c1-7-15-8-2-13(1)5-11-17-12-6-14-3-9-16-10-4-14/h1-12H2

InChI key

ZMSQJSMSLXVTKN-UHFFFAOYSA-N

General description

4,4′-(Oxydi-2,1-ethanediyl)bismorpholine (DMDEE) is an amine based catalyst that is also known as dimorpholino-diethyl ether. It can act as a catalyst for blowing reactions and facilitates the process of polymeric curing.

Application

Catalyst for flexible polyester foams, molded foams, and moisture-cured foams and coatings. Good blowing catalyst that does not cause cross-linking.
DMDEE can be used as a property modifier for 3-nitribenzonitrile (3-NDN) which can be further used in matrix assisted ionization vacuum analysis (MAIV). It can also be used as catalyst for formation of polyurethane foams, adhesives and polypropylene glycol (PPG) incorporated fumed silica.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Catalyst-dependent drug loading of LDI-glycerol polyurethane foams leads to differing controlled release profiles.
Sivak WN, et al.
Acta Biomaterialia, 4(5), 1263-1274 (2008)
Moisture curing kinetics of isocyanate ended urethane quasi-prepolymers monitored by IR spectroscopy and DSC.
Daniel-da-Silva A, et al.
Journal of Applied Polymer Science, 107(2), 700-709 (2008)
Structure-property behavior of moisture-cure polyurethane wood adhesives: Influence of hard segment content.
Ren D and Frazier CE
International Journal of Adhesion and Adhesives, 45(2), 118-124 (2013)
Thickening of the Immobilized polymer layer using trace amount of amine and its role in promoting gelation of colloidal nanocomposites.
Zheng Z, et al.
Macromolecules, 48(24), 9015-9023 (2015)
Suramya Waidyanatha et al.
Xenobiotica; the fate of foreign compounds in biological systems, 50(11), 1341-1351 (2020-06-06)
The specialty amine catalyst 2,2'-dimorpholinodiethyl ether (DMDEE) is a high-production volume chemical used in the production of flexible foam, high-resilient molded foam, and in coatings and adhesives. The disposition and metabolism of [14C]DMDEE (20 or 200 mg/kg) were determined in male
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