page 16 Flashcards
Key Components of Substitution Reactions
Substrate:
The substrate is an sp³ hybridized carbon atom bonded to a leaving group (X− ).
Example:
R−X, where
X is the halogen acting as the leaving group.
Nucleophile (Nu−):
A nucleophile donates a pair of electrons to form a bond with the electron-deficient carbon atom.
Examples:
OH−, SH−,
OCH3−.
Leaving Group (X−):
The leaving group detaches from the carbon atom, taking the bonding electrons with it.
A good leaving group is typically a weak base (e.g.,
Cl−, Br−, I−).
General Reaction
R−X+Nu −→R−Nu+X −
The nucleophile replaces the halogen in the substrate.
The leaving group leaves, forming a negatively charged ion (X−).
Examples of Substitution Reactions
What type of carbon atom is involved in substitution reactions?
Answer: An sp³ hybridized carbon atom.v
What makes a good leaving group?
What makes a good leaving group?
Answer: A weak base, such as
Cl−, Br−, or I−.
In the reaction
CH3−Cl+OH−→CH3−OH+Cl-
, what is the nucleophile?
Answer:
OH−(hydroxide ion).
What is the product when
CH3CH2−I reacts with
SH−?
Answer: Ethyl thiol (
CH3CH2−SH).
What is the leaving group in the reaction
CH3CH2−Br+OCH3−→CH3CH2−OCH3+Br−?
Answer: Bromide ion (
Br− ).