Exercício de Química Sintética e Organica Mista (469)

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A-4. Write the structures of the products, compounds A through E, of the reaction steps shown.
A-5. Give the reagents necessary to convert cyclohexanone into each of the following com-
pounds. More than one step may be necessary.
A-6. (a) What two organic compounds react together (in the presence of an acid catalyst) to
give the compound shown, plus a molecule of water?
(b) Draw the structure of the open-chain form of the following cyclic acetal:
A-7. Outline reaction schemes to carry out each of the following interconversions, using any
necessary organic or inorganic reagents.
(b) to
O
OH
CH3
O
HO
CH3
CH3
(CH3)2Cto CHCH3(CH3)2C(a) O
O
O
O
H3C CH3
H3C
CH3
CH3
CH3
O
O
(d) O
O
CH2
(b)
(c)
O
O
CH3
(a)
C6H5CH2CHCH3
OH
D(b)
PCC
CH2Cl2
D � CH3COOH
O
E � CH3COH
O
(C6H5)3P � (CH3)2CHCH2Br A(a)
A � CH3CH2CH2CH2Li B � C4H10
B � benzaldehyde C � (C6H5)3P O
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464 ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP