Chapter 17: 91P (page 853)
Propose a mechanism for the following reaction:
Chapter 17: 91P (page 853)
Propose a mechanism for the following reaction:
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Get started for freeIn the presence of excess base and excess halogen, a methyl ketone is converted to a carboxylate ion. The reaction is known as the haloform reaction because one of the products is haloform (chloroform, bromoform, or iodoform). Before spectroscopy became a routine analytical tool, the haloform reaction served as a test for methyl ketones: the formation of iodoform, a bright yellow compound, signaled that a methyl ketone was present. Why do only methyl ketones form a haloform?
Give an example for each of the following:
(a) a -keto nitrile
(b) a -diester
(c) a-keto aldehyde
Draw the products of the following reactions:
How can you synthesize the following compounds from starting materials containing no more than four carbons?
(a)
(b)
(c)
(d)
A ketone undergoes acid-catalyzed bromination, acid-catalyzed chlorination, racemization, and acid-catalyzed deuterium exchange at the -carbon. All of these reactions have similar rate constants. What does this tell you about the mechanisms of these reactions?
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