Unformatted text preview: as the molecular formula C8H14O4. Its IR spectrum shows a strong absorption band near
1740 cm-1. Its 1H NMR spectrum consists of a triplet, δ 1.3; a singlet, δ 2.6; and a quartet, δ 4.2 ppm.
The most likely structure for the compound is: 5. Provide a complete arrow-formalism mechanism for the following transformation (known as an
Eschenmoser Fragmentation). Use a Michael Addition (1,4-addition to α,β-unsaturated ketone) as part
of your epoxide formation. The Michael Addition does not use the hydroxide nucleophile.
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This homework help was uploaded on 03/21/2014 for the course CHEM 222 taught by Professor Mcdonald during the Spring '08 term at Emory.
- Spring '08