Tetraacetylethylenediamine

Tetraacetylethylenediamine
Tetraacetylethylenediamine
Identifiers
CAS number 10543-57-4
ChemSpider 10629141 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H16N2O4
Molar mass 228.25
Appearance colourless solid
Density 0.9
Melting point

149-154 °C, 268 K, -96 °F

Solubility in water 0.2 g/L @ 20ºC
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tetraacetylethylenediamine, commonly abbreviated TAED, is an organic compound with the formula (CH3C(O))2NCH2CH2N(C(O)CH3)2. Used as peroxide bleach activator for household detergents and for paper pulp. It is produced by acetylation of ethylenediamine.

Use in laundry detergents and mechanism of action

TAED is an important component of detergents and bleaches. Its is an activator for "active oxygen" bleaching agents. Such active oxygen bleaching agents release hydrogen peroxide during the wash cycle. Such agents include sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulfate, and urea peroxide. The released hydrogen peroxide is an inefficient bleach below 40 °C, except in the presence of activators such as TAED.

The activation process entails a reaction of the hydrogen peroxide with TAED to release peracetic acid, which is a fast-acting bleaching agent.:[1]

(CH3C(O))2NCH2CH2N(C(O)CH3)2 + H2O2 → (CH3C(O))2NCH2CH2NH(C(O)CH3) + CH3CO3H

References

  1. ^ D. Martin Davies and Michael E. Deary "Kinetics of the hydrolysis and perhydrolysis of tetraacetylethylenediamine, a peroxide bleach activator" J. Chem. Soc., Perkin Trans. 2, 1991, pages 1549 - 1552. DOI: 10.1039/P29910001549.

See also


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