Merck, 22249-100G, Ammonium cerium(IV) nitrate

Name: Ammonium cerium(IV) nitrate
Brand: Merck
SKU: 22249-100G

Size:100 g, CAN, Ceric ammonium nitrate, puriss. p.a., ACS reagent, ≥98.5% (RT)

Available Catalog Numbers

22249-100G 22249-500G

Catalog Number: 22249-100G

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Category

Metal Salts

Pack Size100 g

TagsAnalytical Chemistry Analytical Reagents Salts

CollectionsMerck Analytical Reagents Collection Merck Cell Culture Supplements & Reagents: Complete Solutions for Research & Bioproduction Merck Roche Life Science Products for PCR, RT‑PCR & Nucleic Acid Purification

Description

General description
Ammonium cerium(IV) nitrate (Cerium(IV) ammonium nitrate, CAN) is a versatile reagent for oxidative electron transfer reactions. It participates in various novel carbon-carbon bond-forming reactions involved in one-pot synthesis of dihydrofurans, tetrahydrofurans and aminotetralins. Iodine/ammonium cerium(IV) nitrate has been employed in direct α-iodination of various ketones to afford the corresponding α-iodo ketones. CAN has been reported as an powerful one-electron oxidant. It also participates in various carbon-heteroatom bond-forming reactions.
Application
Ammonium cerium(IV) nitrate (CAN) may be employed as catalyst for the oxidation of aliphatic or aromatic sulfides to the corresponding sulfoxides. CAN in polyethylene glycol has been employed as an ecofriendly catalytic medium for the green synthesis of 2,5-disubstituted 1,3,4-oxadiazoles.
Ammonium cerium(IV) nitrate may be used in the following processes:

As a catalyst for the condensation reaction between 1,2-diketones and 1,2-diamines to form quinoxaline derivatives in water.
Along with iodine for the direct α-iodination/bromination of various ketones to form the corresponding α-iodo/bromo ketones.
As a reoxidant during the palladium-catalyzed carbonylation of triarylstibines to form carbonylated products.
As an oxidant for the selective oxidation of aliphatic or aromatic sulfides to sulfoxides under mild heterogeneous conditions.
To catalyze the formation of aryl thiocyanates by the reaction of arenes with ammonium thiocyanate.
Along with potassium bromide for the bromination of alkenes to corresponding dibromides.

Specifications

General

NACRES	NB.24
PubChem Substance ID	329752291
UNSPSC Code	12352302
EC Number	240-827-6
MDL number	MFCD00151121
InChI key	WIBGOERAEYJBOT-UHFFFAOYSA-N
InChI	1S/Ce.2HNO3.4NO3.2H3N/c;62-1(3)4;;/h;2(H,2,3,4);;;;;21H3/q+4;;;4-1;;
SMILES string	N.N.[Ce+4].O[N+]([O-])=O.O[N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O
grade	ACS reagent
assay	≥98.5% (RT)
form	powder or crystals
reaction suitability	reagent type: oxidant
anion traces	chloride (Cl-): ≤10 mg/kg
cation traces	Ca: ≤10 mg/kg
Quality Level	200

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