Diethylformamide

Diethylformamide

Names

Preferred IUPAC name

N,N-Diethylformamide^[1]

Other names

Diethylformamide, DEF

Identifiers

CAS Number

617-84-5^Y

3D model (JSmol)

Interactive image

ChemSpider

11554^Y

ECHA InfoCard

100.009.577

EC Number

210-533-2

PubChem CID

12051

UNII

D4BLP8BN9H^Y

CompTox Dashboard (EPA)

DTXSID3020463

InChI

InChI=InChI=1S/C5H11NO/c1-3-6(4-2)5-7/h5H,3-4H2,1-2H3^Y
Key: SUAKHGWARZSWIH-UHFFFAOYSA-N^Y

SMILES

CCN(CC)C=O

Properties

Chemical formula

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).

Infobox references

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

^ 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.
^ "N,N-Diethylformamide". Sigma Aldrich. Retrieved May 7, 2023.
^ PubChem. "N,N-Diethylformamide". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-05-07.
^ CN application 103012183A, 王传良, "Preparation method of N,-N-diethyl-formamide", published 2013-04-03
^ 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.

This page was last edited on 13 April 2024, at 01:19

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Preparation

Applications

References