page 40 Flashcards
In the “bond making first” nucleophilic substitution mechanism, what occurs first?
A: Bond making occurs before bond breaking.
What fundamental problem does the “bond making first” mechanism have?
A: The intermediate generated in the first step has 10 electrons around carbon, violating the octet rule.
How many steps are involved in the “bond making first” nucleophilic substitution mechanism?
A: Two steps.
Why is the “bond making first” mechanism generally disregarded?
A: Because it violates the octet rule, unlike the other two possible mechanisms.
What is the intermediate formed in the “bond making first” mechanism?
A: A carbon atom with 10 electrons, which is highly unstable.
Does the “bond making first” mechanism align with the octet rule?
A: No, it violates the octet rule.
What happens to the carbon atom in the first step of the “bond making first” mechanism?
A: It is forced to accommodate more than 8 electrons.
What makes the “bond making first” mechanism unrealistic?
A: The generation of an intermediate with more than 8 electrons around the central carbon.
What is the ultimate fate of the “bond making first” mechanism in reaction studies?
A: It is dismissed as a plausible pathway due to its inherent violation of fundamental chemical rules.
Why are the other nucleophilic substitution mechanisms favored over the “bond making first” mechanism?
A: They do not violate the octet rule and follow stable intermediates.
