Diethylformamide

Diethylformamide
Names
Preferred IUPAC name
N,N-Diethylformamide[1]
Other names
Diethylformamide, DEF
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.577 Edit this at Wikidata
EC Number
  • 210-533-2
UNII
  • InChI=InChI=1S/C5H11NO/c1-3-6(4-2)5-7/h5H,3-4H2,1-2H3 checkY
    Key: SUAKHGWARZSWIH-UHFFFAOYSA-N checkY
  • CCN(CC)C=O
Properties
C5H11NO
Molar mass 101.149 g·mol−1
Appearance colorless liquid
Boiling point 176–177 °C (349–351 °F; 449–450 K)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diethylformamide is an organic compound with the formula C5H11NO.[3] As its name indicates, it is structurally related to formamide, having two ethyl groups in place of the two hydrogens. It is used in place of the related dimethylformamide for niche applications.

Preparation

Diethylformamide may be prepared industrially by combining diethylamine and methyl formate at atmospheric pressure.[4]

Applications

Diethylformamide is used as a solvent in the production of metal–organic frameworks to be used for gas storage.[5]

References

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 841, 844. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4. The traditional name 'formamide' is retained for HCO-NH2 and is the preferred IUPAC name. Substitution is permitted on the –NH2 group.
  2. ^ "N,N-Diethylformamide". Sigma Aldrich. Retrieved May 7, 2023.
  3. ^ PubChem. "N,N-Diethylformamide". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-05-07.
  4. ^ CN application 103012183A, 王传良, "Preparation method of N,-N-diethyl-formamide", published 2013-04-03 
  5. ^ Dincă, Mircea; Long, Jeffrey R. (2008). "Hydrogen Storage in Microporous Metal–Organic Frameworks with Exposed Metal Sites". Angewandte Chemie International Edition. 47 (36): 6766–6779. doi:10.1002/anie.200801163. PMID 18688902.