Diethoxymethane

Structural formula
General
Surname	Diethoxymethane
other names	Formaldehyde diethyl acetal
Molecular formula	C 5 H 12 O 2
Brief description	colorless liquid with an ethereal odor
External identifiers / databases
EC number	207-330-6
ECHA InfoCard	100.006.665
PubChem	10024
ChemSpider	9630
Wikidata	Q10426203
properties
Molar mass	104.15 g mol −1
Physical state	liquid
density	0.83 g cm −3
Melting point	-66 ° C
boiling point	88 ° C
Vapor pressure	70.1 hPa (20 ° C)
solubility	soluble in water (91 g l −1 at 18 ° C); miscible with ethanol; very soluble in acetone and benzene;
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210-233-260-403 + 235
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diethoxymethane is a chemical compound from the group of acetals .

Extraction and presentation

Diethoxymethane can be obtained by reacting paraformaldehyde with ethanol .

properties

Diethoxymethane is a highly flammable, volatile, colorless liquid with an ethereal odor that is soluble in water. The compound is stable under alkaline conditions.

use

Diethoxymethane is used in organic syntheses as a solvent, particularly for sodium hydride reactions , in organolithium chemistry and in phase transfer reactions and is also useful as an ethoxymethylating agent, formaldehyde equivalent and carbonylation substrate.

safety instructions

The vapors of diethoxymethane can form an explosive mixture with air ( flash point −5 ° C, ignition temperature 174 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on diethoxymethane in the GESTIS substance database of the IFA , accessed on January 7, 2019(JavaScript required) .
↑ ^a ^b David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 180 ( limited preview in Google Book Search).
^ Erik K. Antonsson, Jonathan Cagan: Formal Engineering Design Synthesis . Cambridge University Press, 2005, ISBN 978-0-521-01775-6 , pp. 384 ( limited preview in Google Book Search).
^ ^A ^b Neil W. Boaz, Bhaskar Venepalli: Applications of Diethoxymethane as a Versatile Process Solvent and Unique Reagent in Organic Synthesis. In: Organic Process Research & Development. 5, 2001, p. 127, doi : 10.1021 / op000288c .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on diethoxymethane in the GESTIS substance database of the IFA , accessed on January 7, 2019(JavaScript required) .

[David_R._Lide-2] David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 , pp. 180 ( limited preview in Google Book Search).

[Erik_K._Antonsson,_Jonathan_Cagan-3] Erik K. Antonsson, Jonathan Cagan: Formal Engineering Design Synthesis . Cambridge University Press, 2005, ISBN 978-0-521-01775-6 , pp. 384 ( limited preview in Google Book Search).

[DOI10.1021/op000288c-4] A ^b Neil W. Boaz, Bhaskar Venepalli: Applications of Diethoxymethane as a Versatile Process Solvent and Unique Reagent in Organic Synthesis. In: Organic Process Research & Development. 5, 2001, p. 127, doi : 10.1021 / op000288c .