Chapter 18: Q66P (page 912)
Question: Solving the following road-map problem depends on determining the structure of A, the key intermediate. Give structures for compounds A through K.

Short Answer

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Chapter 18: Q66P (page 912)
Question: Solving the following road-map problem depends on determining the structure of A, the key intermediate. Give structures for compounds A through K.


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Give the IUPAC name and (if possible) a common name for each compound.
(a)(b)


(c)(d)


Show how you would synthesize each compound from starting materials containing no more than six carbon atoms.
(a)

(b)

(c)

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
Propose a mechanism for the hydrolysis of benzaldehyde methyl imine just shown.
Use equations to show the fragmentation leading to each numbered peak in the mass spectrum of cotane-2-one.

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