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247057

Sigma-Aldrich

Tetrabutylammonium (meta)periodate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(IO4)
CAS Number:
65201-77-6
Molecular Weight:
433.37
Beilstein/REAXYS Number:
4621593
EC Number:
265-614-5
MDL number:
MFCD00011852
UNSPSC Code:
12352302
PubChem Substance ID:
24854846
NACRES:
NA.23
form:
solid

form

solid

Quality Level

100

reaction suitability

reagent type: oxidant

concentration

29.3% iodine (titration)

mp

175 °C (dec.) (lit.)

SMILES string

[O-]I(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.HIO4/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;2-1(3,4)5/h5-16H2,1-4H3;(H,2,3,4,5)/q+1;/p-1

InChI key

PYVXLMQALOZKES-UHFFFAOYSA-M

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Application

Tetrabutylammonium (meta)periodate (DCM) can be oxidated for the synthesis of aryl nitroso derivatives.[1] It can also be used in the formation of an ionic liquid for the synthesis of aromatic carboxylic acids.[2]

pictograms

Flame over circleExclamation mark
GHS03,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Ox. Sol. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT2287
BCBQ1374V
BCBM0658V
STBC8939V
STBC8940V

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Efficient synthesis of aromatic carboxylic acids from aryl ketones in ionic liquid
Lee JC and Lee J
Synthetic Communications, 36(8), 1071-1074 (2006)
Study of Enantioselective Catalysis of Nitroso-Diels-Alder Reaction on Solid Support
Kratka L and Hlavavc J
ChemistrySelect, 2(14), 3987-3992 (2017)
Carmen E Castillo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(15), 4946-4954 (2020-12-23)
Oxoiron(IV) complexes bearing tetradentate ligands have been extensively studied as models for the active oxidants in non-heme iron-dependent enzymes. These species are commonly generated by oxidation of their ferrous precursors. The mechanisms of these reactions have seldom been investigated. In
Michelle L Ingalsbe et al.
Bioorganic & medicinal chemistry letters, 19(17), 4984-4987 (2009-08-08)
Due to the increasing number of strains of drug-resistant bacteria, the development of new antibiotics has become increasingly important. The antibacterial properties of quaternary amines and their derivatives on both Gram-positive and Gram-negative bacteria are well known. However, an encompassing

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