Diacetyl peroxide

Structural formula
General
Surname	Diacetyl peroxide
other names	Acetyl peroxide; DAP;
Molecular formula	C 4 H 6 O 4
Brief description	colorless solid with a pungent odor
External identifiers / databases
EC number	203-748-8
ECHA InfoCard	100.003.409
PubChem	8040
Wikidata	Q409812
properties
Molar mass	118.09 g mol −1
Physical state	firmly
density	1.18 g cm −3
Melting point	26.5 ° C
boiling point	63 ° C (28 hPa)
Vapor pressure	28 hPa (63 ° C)
solubility	poorly soluble in water; soluble in ethanol and ether;
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diacetyl peroxide is a chemical compound from the group of organic peroxides .

Extraction and presentation

Diacetyl peroxide can be obtained by reacting sodium peroxide or hydrogen peroxide with acetic anhydride in an ester such as dimethyl phthalate.

properties

Diacetyl peroxide is a crystalline, explosive, colorless solid with a pungent odor that is sparingly soluble in water. Because of the risk of detonation, the pure substance is rarely used. A 25% solution in dimethyl phthalate is commercially available . Crystals that are very sensitive to impact and friction form at liquid temperatures below −8 degrees. When the compound is decomposed by light or heat, methyl acetate is formed .

use

Diacetyl peroxide is used as a polymerization initiator and for organic synthesis.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on diacetyl peroxide in the GESTIS substance database of the IFA , accessed on April 17, 2017(JavaScript required) .
↑ ^a ^b Pradyot Patnaik: A Comprehensive Guide to the Hazardous Properties of Chemical Substances . John Wiley & Sons, 2007, ISBN 978-0-471-71458-3 , pp. 721 ( limited preview in Google Book search).
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
^ John G. Wallace: Hydrogen Peroxide in Organic Chemistry . Electrochemicals Department, Peroxygen Products Division, EI Du Pont de Nemours, 1962, OCLC 2098412 , p. 82 ( limited preview in Google Book search).
↑ DC Nonhebel, JC Walton: Free-Radical Chemistry Structure and Mechanism . CUP Archive, 1974, ISBN 0-521-20149-7 , pp. 22 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on diacetyl peroxide in the GESTIS substance database of the IFA , accessed on April 17, 2017(JavaScript required) .

[Pradyot_Patnaik-2] Pradyot Patnaik: A Comprehensive Guide to the Hazardous Properties of Chemical Substances . John Wiley & Sons, 2007, ISBN 978-0-471-71458-3 , pp. 721 ( limited preview in Google Book search).

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[John_G._Wallace-4] John G. Wallace: Hydrogen Peroxide in Organic Chemistry . Electrochemicals Department, Peroxygen Products Division, EI Du Pont de Nemours, 1962, OCLC 2098412 , p. 82 ( limited preview in Google Book search).

[D._C._Nonhebel,_J._C._Walton-5] DC Nonhebel, JC Walton: Free-Radical Chemistry Structure and Mechanism . CUP Archive, 1974, ISBN 0-521-20149-7 , pp. 22 ( limited preview in Google Book search).