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Chapter 23: Q22. (page 924)

Question:What cyclic product is formed from each dihalide using the malonic ester synthesis?

Short Answer

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Answers

The cyclic products formed from each reaction using dihalide are shown below:-

Step by step solution

01

Malonic ester reaction

The process of conversion of diethyl malonate to a carboxylic acid in three steps is known as the malonic ester reaction. It takes place when 伪-hydrogen is abstracted from diethyl malonate followed by a nucleophilic attack on the halide group. The last steps are hydrolysis and decarboxylation.

02

Intramolecular malonic ester reaction

In the case of intramolecular malonic ester, rings having three to six atoms are formed provided the appropriate dihalide is used as starting material.

The cyclic product formed in reaction a

The cyclic product formed in reaction b

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Most popular questions from this chapter

Question: Devise a synthesis of valproic acid [(CH3CH2CH2)2 CHC02H], a medicine used to treat epileptic seizures, using the malonic ester synthesis.

Question:Which of the following compounds will readily lose CO2when heated?

Question: Draw the enol or keto tautomer(s) of each compound.

Question: Synthesize each compound from diethyl malonate. You may use any other organic or inorganic reagents.

Question: Devise a stepwise mechanism for the following reaction.
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