N-Methylmorpholine

N-Methylmorpholine is the organic compound with the formula O(CH₂CH₂)₂NCH₃. It is a colorless liquid. It is a cyclic tertiary amine. It is used as a base catalyst for generation of polyurethanes. It is produced by the reaction of methylamine and diethylene glycol as well as by the hydrogenolysis of N-formylmorpholine.[2] It is as the precursor to N-methylmorpholine N-oxide, a commercially important solvent.

N-Methylmorpholine

Names
IUPAC name 4-Methylmorpholine
Identifiers
CAS Number	109-02-4^Y
3D model (JSmol)	Interactive image
Abbreviations	NMM
ChemSpider	7684^N
ECHA InfoCard	100.003.310
PubChem CID	7972
UNII	11P91ANU5X^Y
CompTox Dashboard (EPA)	DTXSID9029146
InChI InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3^N Key: SJRJJKPEHAURKC-UHFFFAOYSA-N^N InChI=1/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 Key: SJRJJKPEHAURKC-UHFFFAOYAK
SMILES O1CCN(C)CC1
Properties
Chemical formula	C5H11NO
Molar mass	101.149 g·mol^−1
Appearance	Liquid
Density	0.92 g/cm^3
Melting point	−66 °C (−87 °F; 207 K)
Boiling point	115 to 116 °C (239 to 241 °F; 388 to 389 K)
Acidity (pKa)	7.38 (for the conjugate acid) (H2O)[1]
Hazards
EU classification (DSD) (outdated)	Flammable (F), Corrosive (C)
R-phrases (outdated)	R11 R20/21/22 R34
S-phrases (outdated)	S16 S26 S36/37/39 S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

1. David Evans Research Group Archived 2012-01-21 at the Wayback Machine
2. Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001.CS1 maint: uses authors parameter (link)