22249

Ammonium cerium(IV) nitrate

puriss. p.a., ACS reagent, ≥98.5% (RT)

• Synonim(y): CAN, Ceric ammonium nitrate
• Wzór liniowy: Ce(NH₄)₂(NO₃)₆
• Numer CAS: 16774-21-3
• Masa cząsteczkowa: 548.22
• Numer WE: 240-827-6
• Numer MDL: MFCD00151121
• Kod UNSPSC: 12352302
• Identyfikator substancji w PubChem: 329752291
• NACRES: NB.24

Właściwości

• klasa czystości: ACS reagent; puriss. p.a.
• Próba: ≥98.5% (RT)
• Formularz: powder or crystals
• przydatność reakcji: reagent type: oxidant
• ślady anionów: chloride (Cl^-): ≤10 mg/kg; phosphate (PO₄^3-): ≤200 mg/kg
• ślady kationów: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤50 mg/kg; K: ≤10 mg/kg; Mg: ≤20 mg/kg; Mn: ≤5 mg/kg; Na: ≤100 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• ciąg SMILES: 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
• InChI: 1S/Ce.2HNO3.4NO3.2H3N/c;6*2-1(3)4;;/h;2*(H,2,3,4);;;;;2*1H3/q+4;;;4*-1;;
• Klucz InChI: WIBGOERAEYJBOT-UHFFFAOYSA-N

Opis

Opis ogólny

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.[1] Iodine/ammonium cerium(IV) nitrate has been employed in direct α-iodination of various ketones to afford the corresponding α-iodo ketones.[2] CAN has been reported as an powerful one-electron oxidant. It also participates in various carbon-heteroatom bond-forming reactions.[3]

Zastosowanie

Ammonium cerium(IV) nitrate (CAN) may be employed as catalyst for the oxidation of aliphatic or aromatic sulfides to the corresponding sulfoxides.[4] CAN in polyethylene glycol has been employed as an ecofriendly catalytic medium for the green synthesis of 2,5-disubstituted 1,3,4-oxadiazoles.[5]

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.[6]
• Along with iodine for the direct α-iodination/bromination of various ketones to form the corresponding α-iodo/bromo ketones.[2]
• As a reoxidant during the palladium-catalyzed carbonylation of triarylstibines to form carbonylated products.[7]
• As an oxidant for the selective oxidation of aliphatic or aromatic sulfides to sulfoxides under mild heterogeneous conditions.[4]
• To catalyze the formation of aryl thiocyanates by the reaction of arenes with ammonium thiocyanate.[8]
• Along with potassium bromide for the bromination of alkenes to corresponding dibromides.[9]

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS03,GHS05,GHS07,GHS09
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H272,H290,H302,H314,H317,H410
• Zwroty wskazujące środki ostrożności: P210 - P260 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Ox. Sol. 2 - Skin Corr. 1B - Skin Sens. 1A
• Kod klasy składowania: 5.1B - Oxidizing hazardous materials
• Klasa zagrożenia wodnego (WGK): WGK 3