NotesYol. 30 hydrogenated products) 8.5 (complex broad multiplet with side peaks) and 9.15 (multiplet). The absorption at 9.15 is consistent with a cyclopropyl CEL grouping in both, the original and the hydrogenated reaction products.21 Thus in the original reaction mixture to the extent of 32% can be assigned structure 5 on the basis of the infrared and n.m.r. data. No attempt was made to identify the component originally present in a 3% yield.

In no case did we obtain a product melting as low as -20°. The solutions for infrared work were obtained by dissolving the freshly prepared crystalline -hydroxyethyl peracetate in cold chloroform.Infrared spectra. A Baird-Atomic infrared spectrophotometer Model 4-55 was used in this work. The chloroform solution of peroxide was introduced immediately after preparation into the previously cooled low-temperature cell10 at 0°. A variable-path length cell was used in the reference beam to compensate for the chloroform absorption. A Teflon spacer cut from 0.020 mm. sheet was used in the cell since the normal lead spacer rapidly decomposed the peroxide.The decomposition of -hydroxyethyl peracetate at 0°to acetic acid was followed by allowing the solution to remain in the cell and scanning the carbonyl region periodically. Spectra of several reference compounds were obtained at ambient temperature except for acetaldehyde which was obtained at 0°. The compounds and the position (in microns) of their carbonyl bands are: peracetic acid (5.68); acetic acid (5.82); i-butyl peracetate (5.64); -butyl acetate (5.79); and acetaldehyde (5.80).Acknowledgment. We wish to thank Professor II. H. Wasserman of Yale University for helpful discussions and criticism, and to acknowledge the technical assistance of Mr.

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