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tetraacetylethylenediamine

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EntityQ419209· pop 15· linked from 15 articles

tetraacetylethylenediamine

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Tetraacetylethylenediamine, commonly abbreviated as TAED, is an organic compound with the formula (CH3C(O))2NCH2CH2N(C(O)CH3)2. It is a white solid commonly used as a bleach activator in laundry detergents and in the production of paper pulp. TAED is synthesized through the acetylation of ethylenediamine.

Chemical data

Formula
C10H16N2O4
Molecular weight
228.24 g/mol
IUPAC name
N-acetyl-N-[2-(diacetylamino)ethyl]acetamide
SMILES
CC(=O)N(CCN(C(=O)C)C(=O)C)C(=O)C
InChIKey
BGRWYDHXPHLNKA-UHFFFAOYSA-N
XLogP
-1.2
Polar surface area
74.8 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
228.111006992
Show 4 more facts
chemical formula
C₁₀H₁₆N₂O₄
canonical SMILES
CC(=O)N(CCN(C(=O)C)C(=O)C)C(=O)C
melting point
151.0
Commons category
Tetraacetylethylenediamine
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

7 sections
Contents
  • Use and mechanism of action
  • Perhydrolysis
  • Preparation
  • Properties
  • Ecology
  • References
  • External links

Tetraacetylethylenediamine, commonly abbreviated as TAED, is an organic compound with the formula (CH3C(O))2NCH2CH2N(C(O)CH3)2. It is a white solid commonly used as a bleach activator in laundry detergents and in the production of paper pulp. TAED is synthesized through the acetylation of ethylenediamine.

==Use and mechanism of action== TAED is an important component of laundry detergents that use "active oxygen" bleaching agents. Active oxygen bleaching agents include sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulfate, and urea peroxide. These compounds release hydrogen peroxide during the wash cycle, but the release of hydrogen peroxide is low when these compounds are used in temperatures below . TAED and hydrogen peroxide react to form peroxyacetic acid, a more efficient bleach, allowing lower temperature wash cycles, around . TAED was first used in a commercial laundry detergent in 1978 (Skip by Unilever). Currently, TAED is the main bleach activator used in European laundry detergents and has an estimated annual consumption of 75 kt.

Excerpted from Wikipedia’s “tetraacetylethylenediamine” article, available under the CC BY-SA 4.0 licence.

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