86652
Tetraethylammonium (meta)periodate
technical, moistened with water, ≥90% (calc. based on dry substance, RT)
Synonym(s):
N,N,N-Triethylethanaminium salt with periodic acid
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About This Item
Linear Formula:
(C2H5)4N(IO4)
CAS Number:
Molecular Weight:
321.15
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-824-2
Beilstein/REAXYS Number:
4166132
MDL number:
Assay:
≥90% (calc. based on dry substance, RT)
Form:
crystals
InChI key
YXYPONURGKGPDV-UHFFFAOYSA-M
InChI
1S/C8H20N.HIO4/c1-5-9(6-2,7-3)8-4;2-1(3,4)5/h5-8H2,1-4H3;(H,2,3,4,5)/q+1;/p-1
SMILES string
[O-]I(=O)(=O)=O.CC[N+](CC)(CC)CC
grade
technical
assay
≥90% (calc. based on dry substance, RT)
form
crystals
quality
moistened with water
contains
~10% water as stabilizer
reaction suitability
reagent type: oxidant
mp
~170 °C (dec.)
Application
Reactant for intramolecular cycloaddition reactions
Tetraethylammonium (meta)periodate can be used as an oxidant in the N-dealkylation of tertiary amines using Fe(III) complex as a catalyst. It can also be employed as a reagent in the intramolecular cycloaddition reactions.
Other Notes
Oxidant for use in organic solvents; Oxidation of 1,2-diols and olefins
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Oxidative N-Dealkylation of Tertiary Amines with Tetraethylammonium Periodate Catalyzed by Metal Complexes
Bhat, Daisy and Sharma, Nidhi
Australian Journal of Chemistry, 70(3), 233-236 (2017)
G.E. Keck
Tetrahedron Letters, 4767-4767 (1978)
A.A. Freer et al.
Journal of the Chemical Society. Perkin Transactions 1, 1001-1001 (1991)
Synthesis of (2R, 5R)-2-amino-5-hydroxyhexanoic acid by intramolecular cycloaddition
Sheradsky T and Silcoff ER
Molecules (Basel), 3(3), 80-87 (1998)
K. Inomata et al.
Bulletin of the Chemical Society of Japan, 53, 565-565 (1980)
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