Cerium(IV) Ammonium Nitrate-Sodium Bromate


[16774-21-3]  · CeH8N8O18  · Cerium(IV) Ammonium Nitrate-Sodium Bromate  · (MW 548.26) (NaBrO3)

[7789-38-0]  · BrNaO3  · Cerium(IV) Ammonium Nitrate-Sodium Bromate  · (MW 150.91)

(capable of selective oxidation of secondary alcohols, oxidative cleavage of alkyl and silyl ethers) Cerium(IV) ammonium nitrate.

Solubility: very sol water.

Form Supplied in: small, orange-red, monoclinic crystals. Sodium bromate.

Physical Data: mp 381 °C (dec); d 3.34 g cm-3.

Solubility: sol water (27.5 g/100 g at 0 °C; 90.9 g/100 g at 100 °C).

Form Supplied in: white granules or cryst. powder.

Handling, Storage, and Precautions: ingestion may cause vomiting, diarrhea, methemoglobinemia, renal injury. These reagents should be handled in a fume hood.

Oxidation of Alcohols.

Sodium Bromate oxidizes benzylic alcohols to the corresponding aldehydes or ketones under Cerium(IV) Ammonium Nitrate (CAN) catalysis (eq 1).1 The reagent has been utilized for the oxidation of secondary alcohols to ketones. Primary/secondary diols can be oxidized selectively to afford hydroxy ketones in the presence of CAN or Ce(SO4)2 (eq 2).2 Oxidation of a primary/primary 1,4-diol gives a g-lactone (eq 3).2 CAN catalyzes the oxidative cleavage of alkyl and silyl ethers to carbonyl compounds with NaBrO3 (eq 4).3

1. Ho, T.-L. S 1978, 936.
2. (a) Tomioka, H.; Oshima, K.; Nozaki, H. TL 1982, 23, 539. (b) Kanemoto, S.; Tomioka, H.; Oshima, K.; Nozaki, H. BCJ 1986, 59, 105.
3. Olah, G. A.; Gupta, B. G. B.; Fung, A. P. S 1980, 897.

Koichiro Oshima

Kyoto University, Japan

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