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Ce Cerium(IV) Ammonium Nitrate

Mechanism + Description

Mechanism unclear –Ce(IV) is a one electron oxidant, so maybe a radical process

General comments

(NH4)2Ce(NO3)6 supported on modified silica can be used as a catalyst for the oxidation of alcohols to aldehydes and ketones. A terminal oxidant is used- typically sodium bromate. Over-oxidation can be an issue.

Cerium is of low toxicity but damaging to aquatic organisms. Ce is rated as at high probability of depletion.

Key references

Tetrahedron Letters, 2003, 44(4), 769-771  The oxidation of a range of alcohols to ketones or carboxylic acids proceeds in good yield using catalytic quantities of cerium(IV) phosphonate modified silica and sodium bromate as the re-oxidant.

Synthesis 1973; 1973(6): 347-354  Ceric Ion Oxidation in Organic Chemistry

Relevant scale up example

No scale up examples identified