N-Methylmorpholine

N-Methylmorpholine
Names
	IUPAC name 4-Methylmorpholine
Identifiers
CAS Number	109-02-4 ;
3D model (JSmol)	Interactive image;
Abbreviations	NMM
ChEMBL	ChEMBL2448839;
ChemSpider	7684 ;
ECHA InfoCard	100.003.310
EC Number	203-640-0;
PubChem CID	7972;
UNII	11P91ANU5X ;
UN number	2535
CompTox Dashboard (EPA)	DTXSID9029146 ;
	InChI InChI=1S/C5H11NO/c1-6-2-4-7-5-3-6/h2-5H2,1H3 Key: SJRJJKPEHAURKC-UHFFFAOYSA-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/cm3
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)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H312, H314, H332
Precautionary statements	P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P370+P378, P403+P235, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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 and other reactions. It is produced by the reaction of methylamine and diethylene glycol as well as by the hydrogenolysis of N-formylmorpholine.^[2] It is the precursor to N-methylmorpholine N-oxide, a commercially important oxidant.

References

^ David Evans Research Group Archived 2012-01-21 at the Wayback Machine
^ 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. ISBN 3-527-30673-0.

[1] David Evans Research Group Archived 2012-01-21 at the Wayback Machine

[Ullmann-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. ISBN 3-527-30673-0.