Problem 50a
Propose mechanisms for the following reactions.
(a)
Problem 50b
Propose mechanisms for the following reactions.
(b)
Problem 50c
Propose mechanisms for the following reactions.
(c)
Problem 50d
Propose mechanisms for the following reactions.
(d)
Problem 50e
Propose mechanisms for the following reactions.
(e)
Problem 50f
Propose mechanisms for the following reactions.
(f)
Problem 51a
Show how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents.
(a) acetaldehyde → lactic acid, CH3CH(OH)COOH
Problem 51b
Show how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents.
(b)
Problem 51d
Show how you would accomplish the following synthetic conversions efficiently and in good yield. You may use any necessary additional reagents and solvents.
(d)
Problem 51e
Show how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents.
(e)
Problem 51g
Show how you would accomplish the following syntheses efficiently and in good yield. You may use any necessary reagents.
(g)
Problem 52a
Show how you would synthesize the following derivatives from appropriate carbonyl compounds.
(a)
Problem 52b
Show how you would synthesize the following derivatives from appropriate carbonyl compounds.
(b)
Problem 52c
Show how you would synthesize the following derivatives from appropriate carbonyl compounds.
(c)
Problem 52d
Show how you would synthesize the following derivatives from appropriate carbonyl compounds.
(d)
Problem 53a
Predict the products formed when cyclohexanone reacts with the following reagents.
(a) CH3NH2, H+
Problem 53b
Predict the products formed when cyclohexanone reacts with the following reagents.
(b) excess CH3OH, H+
Problem 53c
Predict the products formed when cyclohexanone reacts with the following reagents.
(c) hydroxylamine and weak acid
Problem 53d
Predict the products formed when cyclohexanone reacts with the following reagents.
(d) ethylene glycol and p-toluenesulfonic acid
Problem 53e
Predict the products formed when cyclohexanone reacts with the following reagents.
(e) phenylhydrazine and weak acid
Problem 53f
Predict the products formed when cyclohexanone reacts with the following reagents.
(f) PhMgBr and then mild H3O+
Problem 53g
Predict the products formed when cyclohexanone reacts with the following reagents.
g. Tollens reagent
Problem 53h
Predict the products formed when cyclohexanone reacts with the following reagents.
(h) sodium acetylide, then mild H3O+
Problem 53i
Predict the products formed when cyclohexanone reacts with the following reagents.
(i) hydrazine, then hot, fused KOH
Problem 53k
Predict the products formed when cyclohexanone reacts with the following reagents.
(k) sodium cyanide
Problem 53l
Predict the products formed when cyclohexanone reacts with the following reagents.
(l) acidic hydrolysis of the product from (k)
Problem 54a
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
(a) PhMgBr, then H3O+
Problem 54b
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
b. Tollens reagent
Problem 54c
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
(c) semicarbazide and weak acid
Problem 54d
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
(d) excess ethanol and acid
Ch. 18 - Ketones and Aldehydes