DMDEE
Chemical compound
From Wikipedia, the free encyclopedia
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.[2] The IUPAC name is 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine and the chemical formula C12H24N2O3.
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| Names | |
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| IUPAC name
4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.026.540 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C12H24N2O3 | |
| Molar mass | 244.335 g·mol−1 |
| Hazards | |
| GHS labelling:[1] | |
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| Warning | |
| H315, H319 | |
| P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364 | |
| Related compounds | |
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).
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Other names
Main section reference.[3]
- 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
Use as a polyurethane catalyst
DMDEE tends to be used in one-component rather than 2-component polyurethane systems.[4][5] Its use has been investigated in polyurethanes for controlled drug release[6] and also adhesives for medical applications.[7] Its use as a catalyst including the kinetics[8] and thermodynamics have been studied and reported on extensively.[9][10][11][12][13] It is a popular catalyst along with DABCO.