22249

Ammonium cerium(IV) nitrate

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

• 동의어(들): CAN, Ceric ammonium nitrate
• Linear Formula: Ce(NH₄)₂(NO₃)₆
• CAS Number: 16774-21-3
• Molecular Weight: 548.22
• EC Number: 240-827-6
• MDL number: MFCD00151121
• UNSPSC 코드: 12352302
• PubChem Substance ID: 329752291
• NACRES: NB.24

속성

• Grade: ACS reagent
• Quality Level: 200
• grade: puriss. p.a.
• 분석: ≥98.5% (RT)
• 형태: powder or crystals
• 반응 적합성: reagent type: oxidant
• 음이온 미량물: chloride (Cl^-): ≤10 mg/kg; phosphate (PO₄^3-): ≤200 mg/kg
• 양이온 미량물: 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
• 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
• InChI: 1S/Ce.2HNO3.4NO3.2H3N/c;6*2-1(3)4;;/h;2*(H,2,3,4);;;;;2*1H3/q+4;;;4*-1;;
• InChI key: WIBGOERAEYJBOT-UHFFFAOYSA-N

설명

일반 설명

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.

애플리케이션

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.

안전성 정보

• 픽토그램: GHS03,GHS05,GHS07,GHS09
• 신호어: Danger
• 유해 및 위험 성명서: H272,H290,H302,H314,H317,H410
• 예방조치 성명서: P210 - P260 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: 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
• Storage Class Code: 5.1B - Oxidizing hazardous materials
• WGK: WGK 3