N-Formylmorpholine

N-Formylmorpholine
Names
	Preferred IUPAC name Morpholine-4-carbaldehyde
	Other names Formylmorpholine; 4-Morpholinecarboxaldehyde
Identifiers
CAS Number	4394-85-8;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.022.291
EC Number	224-518-3;
PubChem CID	20417;
UNII	D1E63XO4RH;
CompTox Dashboard (EPA)	DTXSID7044427 ;
	InChI InChI=1S/C5H9NO2/c7-5-6-1-3-8-4-2-6/h5H,1-4H2 Key: LCEDQNDDFOCWGG-UHFFFAOYSA-N;
	SMILES C1COCCN1C=O;
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H317, H319, H335
Precautionary statements	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). Infobox references

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

^ Bipp, H.; Kieczka, H. (2012). "Formamides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_001.pub2. ISBN 978-3527306732.
^ 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.