Preparation of hydroperoxides by autoxidation

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C17902

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041523580

ABSTRACT:
In autoxidation of tertiary, aryl or cycloalkanes the selectivity for organic hydroperoxides can be substantially increased by using a phosphate compound of Li, Na, Mg, Ca, Sr, Fe, Cu, U or B. For example an autoxidation of isopentane with 0.05 wt. % boron phosphate at 9.9 mole % conversion gave selectivities of t-amyl hydroperoxides -- 75.0 mole %, acetone -- 18.3 mole % and t-amyl alcohol -- 1.5 mole %. The same reaction without the phosphate at 10.0 mole % conversion gave selectivities of t-amyl hydroperoxide -- 56.8 mole %, acetone -- 31.2 mole % and t-amyl alcohol -- 4.8 mole %.

REFERENCES:
patent: 2776322 (1957-01-01), Webster et al.
patent: 2796439 (1957-06-01), Berneis
patent: 2798096 (1957-07-01), Baumgartner
patent: 2862973 (1958-12-01), Winkler
patent: 3122417 (1964-02-01), Blaser et al.
patent: 3360584 (1967-12-01), Kollar
patent: 3360585 (1967-12-01), Winnick
patent: 3478108 (1967-11-01), Creno
The Merck Index, 8th Edition (1968), pp. 824-825 and 895-896; 857 and 1030.
Wazer, "Phosphorus and Its Compounds," 1958, 617-623.
The Merck Index, 8th Ed. (1968), p. 623.

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