Compound D, formula C 8 H 14 O, is converted by CH 2 =P(C 6 H 5
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Compound D, formula C8H14O, is converted by CH2=P(C6H5)3 into compound E, C9H16. Treatment of compound D with LiAlH4 yields two isomeric products F and G, both C8H16O, in unequal yield. Heating either F or G with concentrated H2SO4 produces H, with the formula C8H14. Ozonolysis of H produces a ketoaldehyde after Zn – H+, H2O treatment. Oxidation of this ketoaldehyde with aqueous Cr(VI) produces
Identify compounds D through H. Pay particular attention to the stereochemistry of D.
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Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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