DMDEE

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Column 1	Column 2
IUPAC name
4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine
CAS Number	.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}6425-39-4
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3187951
ChemSpider	73018
ECHA InfoCard	100.026.540
EC Number	229-194-7
PubChem CID	80900
UNII	5BH27U8GG4
CompTox Dashboard (EPA)	DTXSID9042170
InChI
InChI=1S/C12H24N2O3/c1-7-15-8-2-13(1)5-11-17-12-6-14-3-9-16-10-4-14/h1-12H2Key: ZMSQJSMSLXVTKN-UHFFFAOYSA-N
SMILES
C1COCCN1CCOCCN2CCOCC2
Chemical formula	C12H24N2O3
Molar mass	244.335 g·mol−1
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319
Precautionary statements	P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
Related compounds	1,2-Dimorpholinoethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

DMDEE is an acronym for dimorpholinodiethyl ether but is almost always referred to as DMDEE (pronounced dumdee) in the polyurethane industry. It is an organic chemical, specifically a nitrogen-oxygen heterocycle with tertiary amine functionality. It is a catalyst used mainly to produce polyurethane foam. It has the CAS number 6425-39-4 and is TSCA and REACH registered and on EINECS with the number 229-194-7. The IUPAC name is 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine and the chemical formula C12H24N2O3.

Main section reference.

• Morpholine, 4,4'-(oxydi-2,1-ethanediyl)bis-
• Bis(2-morpholinoethyl) Ether
• 4,4'-(Oxybis(ethane-2,1-diyl))dimorpholine
• 2,2-Dimorpholinodiethylether
• 2,2'-Dimorpholinodiethyl ether
• 4,4'-(Oxydiethylene)bis(morpholine)
• 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine
• 2,2'-Dimorpholinyldiethyl ether

DMDEE tends to be used in one-component rather than 2-component polyurethane systems. Its use has been investigated in polyurethanes for controlled drug release and also adhesives for medical applications. Its use as a catalyst including the kinetics and thermodynamics have been studied and reported on extensively. It is a popular catalyst along with DABCO.

The material has been in use for some time and so the toxicity is generally well understood. However, some sources say toxicity data is limited and work continues to acquire the necessary data and publish to ensure it is in the public domain.

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