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The dehydrohalogenation of neopentyl bro...

The dehydrohalogenation of neopentyl bromide with alcoholic KOH mainly gives

A

2-methyl-1-butene

B

2-methyl-2-butene

C

2,2-dimethyl-1-butene

D

2-butene

Text Solution

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The correct Answer is:
To solve the question regarding the dehydrohalogenation of neopentyl bromide with alcoholic KOH, we can follow these steps: ### Step 1: Understand the Structure of Neopentyl Bromide Neopentyl bromide is a branched alkyl halide with the formula C5H11Br. Its structure can be represented as follows: ``` CH3 | CH3-C-CH2-Br | CH3 ``` ### Step 2: Identify the Reaction Type Dehydrohalogenation is a reaction where a hydrogen halide (in this case, HBr) is eliminated from an alkyl halide. The reaction typically occurs in the presence of a strong base, such as alcoholic KOH. ### Step 3: Mechanism of Dehydrohalogenation In the presence of alcoholic KOH, the base abstracts a proton (H) from a carbon adjacent to the carbon bonded to the bromine atom (the β-carbon). This leads to the formation of a double bond (alkene) as the bromine leaves. ### Step 4: Determine the Possible Products For neopentyl bromide, the β-hydrogens are located on the carbon atoms adjacent to the carbon bonded to bromine. The elimination can occur in two ways: 1. Removal of H from the primary carbon (leading to the formation of 2-methyl-1-butene). 2. Removal of H from the tertiary carbon (leading to the formation of 2-methyl-2-butene). ### Step 5: Analyze the Stability of the Products The stability of alkenes is influenced by the degree of substitution: - 2-methyl-1-butene is a less substituted alkene (only one substituent on the double bond). - 2-methyl-2-butene is a more substituted alkene (two substituents on the double bond). More substituted alkenes are generally more stable due to hyperconjugation and the inductive effect. ### Step 6: Conclusion Since 2-methyl-2-butene is more stable than 2-methyl-1-butene, the major product of the dehydrohalogenation of neopentyl bromide with alcoholic KOH will be **2-methyl-2-butene**. ### Final Answer The main product of the dehydrohalogenation of neopentyl bromide with alcoholic KOH is **2-methyl-2-butene**. ---

To solve the question regarding the dehydrohalogenation of neopentyl bromide with alcoholic KOH, we can follow these steps: ### Step 1: Understand the Structure of Neopentyl Bromide Neopentyl bromide is a branched alkyl halide with the formula C5H11Br. Its structure can be represented as follows: ``` CH3 | ...
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