Experiment 6, page 5

Write Up
The write up should conform to RSC journalOrganic andBiomolecular Chemistrystyle (Title,
Abstract, Introduction, Results and Discussion, Experimental, References). Your introduction
must include discussion of the following points:
a)The mechanism of both the ozonolysis you have carried out (bear in mind the solvent is
AcOH!) and the formation of the 2,4-DNP derivatives.
b)One recent (1998 or later) example from the primary literature of the application of OTHER
techniques than ozonolysis for oxidative olefin bond cleavage; extra marks for any examples
demonstrating selectivity!

References and Notes

1.

L.F. Fieser and M. Fieser, 'Reagents for Organic Synthesis', John Wiley, New York,
vols, 1–15; P.S. Bailey, Chem. Rev., 1958, 58, 925; P.R. Story, et al., J. Am. Chem.
Soc., 1965, 87, 737.
R. Criegee, Angew. Chem. Int. Ed. Engl., 1975, 14, 745.
a) A.I. Vogel, 'Practical Organic Chemistry' 4th Edn, Longmans, London, 1978, p. 1112;
b) L.M. Harwood and C.J. Moody 'Experimental Organic Chemistry', Blackwell, 1989,
p.260; 2nd. ed, 1999, p. 254.

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