Page 19 Flashcards
What role does DBN play in an E2 reaction?
A: DBN acts as a strong, sterically hindered base that abstracts the β-hydrogen, facilitating the elimination process.
What is the leaving group in the reaction illustrated?
A: Bromide ( \text{Br}^- ).
What product is formed immediately after the E2 elimination step?
A: A compound with a new π bond (alkene)
What is the significance of the “dilute acid” step in the reaction?
A: The dilute acid transforms the intermediate alkene into a prostaglandin derivative, \text{PGA}_2 .
How does steric hindrance in DBN influence the reaction?
A: Steric hindrance prevents DBN from acting as a nucleophile, favoring elimination over substitution.
What is the structural outcome of the E2 reaction with DBN?
A: A double bond is introduced into the product molecule.
In the mechanism, which carbon does DBN deprotonate?
A: The β-carbon adjacent to the carbon bonded to the bromine atom.
Why is a strong base like DBN required for this E2 reaction?
A: A strong base is needed to abstract the β-hydrogen effectively, driving the elimination reaction.
What is the role of the electron pair from the β C-H bond in the reaction mechanism?
A: It forms the new π bond (double bond) in the product.
