(a)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an
(b)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.
(c)
Interpretation: The reason behind the given carboxylic acids cannot be prepared by a malonic ester synthesis has to be explained.
Concept introduction: Malonic ester synthesis is used to prepare carboxylic acids of the desired length. The malonic ester is reacted with an alkoxide base which removes a alpha hydrogen.
The anion so formed is reacted with an alkyl halide. The anion abstracts the alkyl group from the alkyl halide. On heating, decarboxylation takes place which gives the desired carboxylic acid.
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Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
- The following carboxylic acid can’t be prepared from an alkyl halide by either the nitrile hydrolysis route or the Grignard carboxylation route. Explain.arrow_forwardShow how the following compound can be prepared by a malonic or acetoacetic ester synthesis (or other B-dicarbonyl) reaction:arrow_forwardHow would you prepare the following carboxylic acids?arrow_forward
- Show how the p-chloroaniline acid can be synthesized from benzene:arrow_forwardShow how the following ketones might be synthesized from the indicated acids, usingany necessary reagents.(b) methyl cyclohexyl ketone from cyclohexanecarboxylic acidarrow_forwardShow how to prepare the following compound by the synthesis of malonic acidarrow_forward
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- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENTOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning