N-Formylmorpholine

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N-Formylmorpholine
NformMorph.png
Names
Preferred IUPAC name
Morpholine-4-carbaldehyde
Other names
Formylmorpholine
4-Morpholinecarboxaldehyde
Identifiers
3D model (JSmol)
ECHA InfoCard 100.022.291 Edit this at Wikidata
EC Number
  • 224-518-3
UNII
  • InChI=1S/C5H9NO2/c7-5-6-1-3-8-4-2-6/h5H,1-4H2
    Key: LCEDQNDDFOCWGG-UHFFFAOYSA-N
  • C1COCCN1C=O
Properties
C5H9NO2
Molar mass 115.132 g·mol−1
Appearance Colorless or white solid
Density 1.145 gm/cm3 (26 °C)
Melting point 21 °C (70 °F; 294 K)
Boiling point 239 °C (462 °F; 512 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H317, H319, H335
P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P333+P313, P337+P313, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N-Formylmorpholine is the organic compound with the formula O(C2H4)2NCHO. It is the formamide of morpholine (O(C2H4)2NH). A colorless compound, it is a useful high temperature solvent akin to dimethylformamide.[1] It has been used as a formylating agent.[2]

References[edit]

  1. ^ Bipp, H.; Kieczka, H. (2012). "Formamides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_001.pub2.
  2. ^ George A. Olah; Lena Ohannesian; Massoud Arvanaghi (1984). "N-Formylmorpholine: a New and Effective Formylating Agent for the Preparation of Aldehydes and Dialkyl (1-formylalkyl)phosphonates from Grignard or Organolithium Reagents". J. Org. Chem. 49: 3856–3857. doi:10.1021/jo00194a045.