Organic Chemistry
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The reaction below is unsuccessful in producing the desired alcohol.
How may the reaction conditions be changed to allow the desired alcohol product to form?
Propose the synthesis of the following compound using the given starting material. Please note that the reaction needs a protecting group.
Acetals can be used as protecting groups for aldehydes, ketones, and diols. The acetal formed with acetone and diol is termed acetonide. Draw the structure of acetonide formed by the acid-catalyzed reaction of acetone with the following diol.
It is possible to selectively hydrogenate alkenes with the presence of ketones in the same molecule. Supposing that was not the case, suggest a strategy to generate (i) from (ii) with the use of a protecting group.
Give a synthetic scheme that would accomplish the following transformation. Use whatever reagents are needed.
Propose a synthetic scheme that would achieve the following transformation. Use whatever reagents are needed.
Determine the product formed when cyclobutanone reacts with butane-1,4-diol and p-toluenesulfonic acid.
Suggest a mechanism for the reaction below:
One of the compounds below exhibits reactivity, whereas the other remains unreactive with dilute aqueous acid. Provide the reaction mechanism of the reactive compound and explain why this mechanism does not apply to the unreactive compound.
i)
ii)
Identify the starting materials (including a carbonyl compound) required to form the following structure:
Provide the plausible major product of the reaction below.
Acetals are used as protecting groups for carbonyl compounds (aldehydes and ketones) and diols. A cyclic acetal is formed when a ketone or an aldehyde reacts with a diol. Determine the cyclic acetal produced when the compound below reacts with ethane-1,2-diol under acid catalysis.
Draw a plausible synthesis that would efficiently carry out the following conversion. Use any necessary reagents.