The major product formed in dehydrohalogenation reaction of 2-Bromo pentane is Pent-2-ene. This product formation is based on ?
Correct Answer :
Saytzeff’s Rule
Solution :
The correct option is Saytzeff’s Rule.
Step-by-Step Explanation:
1. Understanding the Reaction:
The reaction described is the dehydrohalogenation of 2-bromopentane. Dehydrohalogenation is an elimination reaction (specifically an or mechanism) where a hydrogen halide () is removed from an alkyl halide to form an alkene.
2. Analyzing the Reactant (2-Bromopentane):
The structure of 2-bromopentane is:
The carbon attached to the bromine atom (C-2) is the -carbon. The adjacent carbons, C-1 and C-3, are -carbons and have hydrogen atoms (called -hydrogens) that can be eliminated:
- C-1 is a primary carbon with three -hydrogens:
- C-3 is a secondary carbon with two -hydrogens:
3. Possible Elimination Products:
Depending on which -hydrogen is removed along with the bromine atom, two different alkene products can be formed:
- Route A (elimination from C-1): Removal of a hydrogen from C-1 and bromine from C-2 yields Pent-1-ene:
(a monosubstituted alkene).
- Route B (elimination from C-3): Removal of a hydrogen from C-3 and bromine from C-2 yields Pent-2-ene:
(a disubstituted alkene).
4. Applying Saytzeff’s (Zaitsev's) Rule:
Saytzeff's Rule states that in an elimination (dehydrohalogenation) reaction of an alkyl halide, the preferred major product is the more highly substituted alkene, which is thermodynamically more stable.
- Pent-2-ene is disubstituted (two alkyl groups attached to the double-bonded carbons).
- Pent-1-ene is monosubstituted (only one alkyl group attached to the double-bonded carbons).
Therefore, according to Saytzeff's Rule, Pent-2-ene is formed as the major product (about 81%) because it has more alkyl substituents attached to the double bond, making it more stable than Pent-1-ene.
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