Tetraacetylethylenediamine

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Tetraacetylethylenediamine
Tetraacetylethylenediamine.png
Identifiers
CAS number 10543-57-4 N
PubChem 66347
ChemSpider 59725 N
Jmol-3D images Image 1
Properties
Molecular formula C10H16N2O4
Molar mass 228.25
Appearance colourless solid
Density 0.9
Melting point 149 to 154 °C (300 to 309 °F; 422 to 427 K)
Solubility in water 0.2 g/L @ 20ºC
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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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. Although structurally and in abbreviation very similar to EDTA the two compounds should not be interchanged.

Use in laundry detergents and mechanism of action[edit]

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]

Peracetic acid production from the hydrogen peroxide and TAED.svg

References[edit]

  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[edit]