N-Methylmorpholine

N-Methylmorpholine
Names
IUPAC name
4-Methylmorpholine
Identifiers
3D model (JSmol)
Abbreviations NMM
ChEMBL
ChemSpider
ECHA InfoCard 100.003.310 Edit this at Wikidata
EC Number
  • 203-640-0
UNII
UN number 2535
  • 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
  • O1CCN(C)CC1
Properties
C5H11NO
Molar mass 101.149 g·mol−1
Appearance Liquid
Odor Strongly unpleasant, fish-like
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
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Danger
H225, H302, H312, H314, H332
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).
☒N verify (what is checkY☒N ?)

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

  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 3-527-30673-0.

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