(a)
Interpretation: The reagents that can be used to achieve the following transformation are to be identified.
Concept introduction: The given compound is a terminal
(b)
Interpretation: The reagents that can be used to achieve each of the following transformations are to be identified.
Concept introduction: The starting alkyne is a compound with five carbon atoms, which to be converted into a seven carbon-containing terminal alkyne, needs to undergo a reaction with such reagents which can facilitate this reaction. Reduction using a poisoned catalyst such as Lindlar’s catalyst, followed by bromination and reaction with an alkynide can yield the desired product.
(c)
Interpretation: The reagents that can be used to achieve each of the following transformations are to be identified.
Concept introduction: The starting material has one more carbon atom than the product. This means the synthesis must have an ozonolysis process, to cleave a carbon-carbon bond. Also, since the product is a
(d)
Interpretation: The reagents that can be used to achieve each of the following transformations are to be identified.
Concept introduction: The starting material has six carbon atoms, and the product has nine carbon atoms. So the synthesis must involve the installation of three carbon atoms and also, the location of the
(e)
Interpretation: The reagents that can be used to achieve each of the following transformations is to be identified.
Concept introduction: The product has two more carbon atoms than the starting material, and the location of the functional group has changed. So, bromination followed by dehydrohalogenation can give a terminal alkene, which on further bromination followed by reaction with an alkynide would yield the desired product.
(f)
Interpretation: The reagents that can be used to achieve each of the following transformation is to be identified.
Concept introduction: The starting material has one more carbon atom than the product. Therefore, the synthesis must employ an ozonolysis process, to cleave a carbon-carbon bond. For the formation of an aldehyde product, an alkene is also required. For this alkene to be formed, the alcohol must be converted to a tosylate, and then after the alkene is formed, it can undergo ozonolysis to yield the product.
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ORGANIC CHEMISTRY-PRINT COMPANION (LL)
- Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forwardIdentify the reagents you would use to achieve each of the following transformations.arrow_forwardPlease provide the reagents for the following transformations.arrow_forward
- Propose an efficient synthesis for each of the following transformations:arrow_forwardWhen cis-2-decalone is dissolved in ether containing a trace of HCI, an equilibrium is established with trans-2-decalone. The latter ketone predominates in the equilibrium mixture. H H HCI cis-2-Decalone trans-2-Decalone Propose a mechanism for this isomerization and account for the fact that the trans iso- mer predominates at equilibrium.arrow_forwardFill in the reagents for the following transformations. NO2 NH2 NEN CI CNarrow_forward