page 2 Flashcards
alkyl halides
Alkyl halides are organic molecules containing a halogen atom (X) bonded to a carbon atom that is sp³ hybridized.
Halogens:
X=F,Cl,Br,I.
classification of alkyl halide
Classification:
Primary (1°): The carbon atom bonded to the halogen is attached to one alkyl group (R).
Example:
CH3−CH2−Cl(ethyl chloride).
Secondary (2°): The carbon atom bonded to the halogen is attached to two alkyl groups.
Example:
(CH3)2−CH−Cl (isopropyl chloride).
Tertiary (3°): The carbon atom bonded to the halogen is attached to three alkyl groups.
Example:
(CH3)3−C−Cl(tert-butyl chloride).
structure of alkyl halide
Structure:
The halogen is directly attached to an sp³ hybridized carbon, making the molecule polar due to the electronegativity difference between carbon and the halogen.
The polarity of the C-X bond influences the reactivity of alkyl halides in substitution and elimination reactions.
Reactivity of alkyl halides
The bond strength and leaving group ability depend on the halogen atom:
C−F (strong bond) is less reactive.
C−I(weak bond) is more reactive.
Applications of alkyl halide
Alkyl halides are important in organic synthesis, particularly in nucleophilic substitution (SN1 and SN2 and elimination reactions (E1 and E2).
What is a primary (1°) alkyl halide?
Answer:
An alkyl halide where the carbon bonded to the halogen is attached to only one alkyl group.
Give an example of a secondary (2°) alkyl halide.
Answer:
(CH3)2−CH−Cl(isopropyl chloride).
What distinguishes a tertiary (3°) alkyl halide?
Answer: The carbon atom bonded to the halogen is attached to three alkyl groups.
Why are alkyl halides polar molecules?
Answer: Due to the electronegativity difference between carbon and the halogen.
Which alkyl halide is more reactive:
CH3−I or
CH3−F?
Answer:
CH3−I, because iodine is a better leaving group.
Which reaction mechanisms are alkyl halides commonly involved in?
Answer: Nucleophilic substitution (SN1, SN2) and elimination (E1, E2).
Why do primary alkyl halides favor S
N2reactions?
Answer: They are less sterically hindered, allowing nucleophiles to attack easily.