Question
1.2 When 2-chlorobutane is strongly heated in the presence of concentrated sodium hydroxide, the major product formed is ... A but-1-ene. B but-2-ene. C butan-1-ol. D butan-2-ol.
Ask by Davey John. in South Africa
Feb 25,2025
Upstudy AI Solution
Tutor-Verified Answer
Answer
The major product formed is but-2-ene.
Solution
To determine the major product formed when 2-chlorobutane is strongly heated in the presence of concentrated sodium hydroxide, we need to consider the reaction mechanism involved.
1. **Identify the Reaction Type**: The reaction of 2-chlorobutane with concentrated sodium hydroxide is typically an elimination reaction (E2 mechanism) rather than a substitution reaction (S_N2 or S_N1). In this case, the hydroxide ion acts as a base, abstracting a proton from the β-carbon (the carbon adjacent to the one bearing the leaving group, Cl).
2. **Identify the Possible Products**:
- When 2-chlorobutane undergoes elimination, it can form alkenes. The possible alkenes that can be formed are:
- But-1-ene (from the elimination of HCl from the 1st carbon)
- But-2-ene (from the elimination of HCl from the 2nd carbon)
3. **Determine the Major Product**:
- In elimination reactions, the more substituted alkene is generally favored due to greater stability (Zaitsev's rule).
- But-2-ene is more substituted than but-1-ene, as it has a double bond between two carbon atoms that each have two substituents (methyl groups), while but-1-ene has a terminal double bond.
4. **Conclusion**: Therefore, the major product formed when 2-chlorobutane is strongly heated in the presence of concentrated sodium hydroxide is but-2-ene.
The correct answer is **B but-2-ene**.
Answered by UpStudy AI and reviewed by a Professional Tutor
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The Deep Dive
When 2-chlorobutane is strongly heated with concentrated sodium hydroxide, a dehydrohalogenation reaction occurs, leading to the formation of an alkene. The major product in this case is but-2-ene, resulting from the elimination of HCl and rearrangement of the molecular structure. It's interesting to note that but-2-ene can exist as both cis and trans isomers, which have different physical properties, such as boiling points and solubility. This diversity showcases the fascinating world of organic chemistry and the effects of molecular geometry on reactivity!