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86545

Sigma-Aldrich

N,N,N′,N′-Tetraacetylethylenediamine

technical, ≥90% (CHN)

Synonym(s):

TAED, N,N′-Ethylenebis(diacetamide)

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About This Item

Empirical Formula (Hill Notation):
C10H16N2O4
CAS Number:
Molecular Weight:
228.25
Beilstein:
1795711
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Assay

≥90% (CHN)

form

crystals

SMILES string

CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O

InChI

1S/C10H16N2O4/c1-7(13)11(8(2)14)5-6-12(9(3)15)10(4)16/h5-6H2,1-4H3

InChI key

BGRWYDHXPHLNKA-UHFFFAOYSA-N

Application

N, N, N′, N′-Tetraacetylethylenediamine (TAED) can be used as a reagent:
  • Along with sodium perborate and sodium bicarbonate for the oxidation of primary aliphatic amines to aliphatic C-nitroso compounds.
  • In combination with sodium percarbonate to deliver peracetic acid in situ for Baeyer-Villiger oxidation.

It can also be used as a peroxide bleach activator in laundry detergents and in textile chemistry applications.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N,N,N',N'-Tetraacetylethylenediamin and sodium percarbonate reagents as an in situ produsing of peracetic acid for Baeyer-Villiger oxidation of ketones.
M.Hashemi, Mohammed and Khezri, S.Hadi
Organic Chemistry: An Indian Journal, 2(4), 56-59 (2006)
Kinetics of the hydrolysis and perhydrolysis of tetraacetylethylenediamine, a peroxide bleach activator
Martin D, et al.
J. Chem. Soc. Perkin Trans. II, 2(10), 1549-1552 (1991)
Ticiane Taflick et al.
International journal of biological macromolecules, 101, 553-561 (2017-03-23)
The isolation of cellulose nanocrystals from different lignocellulosic materials has shown increased interest in academic and technological research. These materials have excellent mechanical properties and can be used as nanofillers for polymer composites as well as transparent films for various
Kinetics of the hydrolysis and perhydrolysis of tetraacetylethylenediamine, a peroxide bleach activator.
Martin
Journal of the Chemical Society, 696(10), 1549-1552 (1991)
Oxidation of primary aliphatic amines with sodium perborate
Zajac Jr WW, et al.
Tetrahedron Letters, 30(47), 6495-6496 (1989)

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