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 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.

N-Methylmorpholine
Names
IUPAC name
4-Methylmorpholine
Identifiers
3D model (JSmol)
Abbreviations NMM
ChemSpider
ECHA InfoCard 100.003.310
UNII
Properties
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)[1]
Hazards
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R-phrases (outdated) R11 R20/21/22 R34
S-phrases (outdated) S16 S26 S36/37/39 S45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).
N verify (what is YN ?)
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. ISBN 3527306730.CS1 maint: uses authors parameter (link)
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