Chapter 22: 12P (page 728)
How could you use a malonic ester synthesis to prepare the following compound?
Chapter 22: 12P (page 728)
How could you use a malonic ester synthesis to prepare the following compound?
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Get started for freeWhich, if any, of the following compounds can be prepared by a malonic ester synthesis? Show the alkyl halide you would use in each case.
(a)Ethyl pentanoate (b)Ethyl 3-methylbutanoate
(c)Ethyl 2-methylbutanoate (d) Ethyl 2,2-dimethylpropanoate
When optically active (R)-2-methylcyclohexanone is treated with either aqueous base or acid, racemization occurs. Explain.
Why do you suppose ketone halogenations in acidic media are referred to as being acid-catalyzed,whereas halogenations in basic media are base-promoted? In other words, why is a full equivalent of base required for halogenation?
The two optically beta-keto acids below were decarboxylated using the conditions typically used for the acetoacetate synthesis. Will the ketone products also be optically active? Provide the complete mechanism to explain your answer.
Question: Identify the most acidic Hydrogens in each of the following molecules:
(a)CH3CH2CHO
(b)(CH3)3CCOCH3
(c)CH3CO2H
(d)Benzamide
(e)CH3CH2CH2CN
(f)CH3CON(CH3)2
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