Chapter 18: Q11P (page 912)
Show how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need.


Short Answer




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Chapter 18: Q11P (page 912)
Show how you would accomplish the following synthetic conversions. You may use any additional reagents and solvents you need.






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Show how the following transformations may be accomplished in good yield. You may use any additional reagents that are needed.
(a) bromobenzene → propiophenone
(b) CH3CH2CN → heptan-3-one
(c) benzoic acid → phenyl cyclopentyl ketone
(d) 1-bromo-hept-2-ene → oct-3- enal
PROBLEM 18-10
Predict the products of the following reactions:

Question. The UV spectrum of an unknown compound shows values ofat 225 nm(E = 10,000) and at 318 nm(E = 40). The mass spectrum shows a molecular ion at m/z 96 and a prominent base peak at m/z68. The IR and NMR spectra follow. Propose a structure, and show how your structure corresponds to the observed absorptions. Propose a favorable fragmentation to account for the MS base peak at m/z 68 (loss of C2H4 ).

Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of octane-2-one .

Show how would you accomplish the following syntheses. You may use whatever additional reagents you need.
(a)

(b)

(c)

(d)

(e)

(f)

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