A Student Proposed the Following Synthesis

question 33

Multiple Choice

A student proposed the following synthesis. Why did it fail?

• A)The use of LDA results in the thermodynamic product instead of the desired kinetic product.
• B)LDA is insoluble in the THF solvent so the reaction is too slow to occur at a useful rate.
• C)LDA acts as a nucleophile instead of a base in its reaction with cyclohexanone.
• D)The tertiary bromide is too sterically hindered to be attacked by the enolate.
• E)Instead of 2-methyl-2-bromopentane, 2-bromo-3-methylpentane should have been used to anticipate a cationic rearrangement that would occur.

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Definitions:

Genetics

The branch of biology that deals with the inheritance of physical and behavioral characteristics.

Amygdala

The part of the brain responsible for processing reactions to fear.

Frontal Lobe

A region of the brain involved in decision making, problem-solving, control of purposeful behaviors, consciousness, and emotions.

Hippocampus

A region of the brain involved in the formation of new memories and is associated with learning and emotions.