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2-Bromopentane is treated with alcoholic...

2-Bromopentane is treated with alcoholic KOH solution. Whatt will be the major product formed in this reaction and what is the type of elimination called?

A

Pent-1-ene, `beta`-Elimination

B

Pent-2-ene, `beta`-elimination

C

Pent-1-ene, Nucleophilic substitution

D

Pent-2-ene, Nucleophilic substitution.

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The correct Answer is:
To solve the problem of what happens when 2-bromopentane is treated with alcoholic KOH, we can follow these steps: ### Step 1: Identify the Reactants The reactant is 2-bromopentane, which has the structure: \[ \text{CH}_3\text{CHBrCH}_2\text{CH}_2\text{CH}_3 \] ### Step 2: Understand the Reaction Conditions Alcoholic KOH is a strong base and is known to promote elimination reactions. In this case, it will induce a dehydrohalogenation reaction, where a hydrogen atom and a halogen atom (bromine) are removed. ### Step 3: Identify the Type of Elimination The reaction that occurs is a beta elimination (E2 mechanism). In this type of elimination, a hydrogen atom from a beta carbon (the carbon adjacent to the carbon holding the halogen) is removed along with the halogen. ### Step 4: Determine the Beta Hydrogens In 2-bromopentane, the carbon with the bromine (alpha carbon) is connected to two beta carbons: - Beta carbon 1 (CH2) has 2 hydrogens. - Beta carbon 2 (CH3) has 3 hydrogens. ### Step 5: Possible Products 1. **Elimination from Beta Carbon 1** (removing a hydrogen from CH2): - The product will be: \[ \text{CH}_3\text{CH}=\text{CHCH}_2\text{CH}_3 \] This is called 2-pentene. 2. **Elimination from Beta Carbon 2** (removing a hydrogen from CH3): - The product will be: \[ \text{CH}_2=\text{CHCH}_2\text{CH}_2\text{CH}_3 \] This is called 1-pentene. ### Step 6: Determine the Major Product According to Zaitsev's rule, the more substituted alkene is generally more stable and thus favored. In this case, 2-pentene (formed by elimination from beta carbon 1) is more substituted than 1-pentene (formed by elimination from beta carbon 2). Therefore, 2-pentene is the major product. ### Step 7: Conclusion The major product formed when 2-bromopentane is treated with alcoholic KOH is 2-pentene, and the type of elimination that occurs is beta elimination (E2 mechanism). ### Summary - **Major Product**: 2-pentene - **Type of Elimination**: Beta elimination (E2)

To solve the problem of what happens when 2-bromopentane is treated with alcoholic KOH, we can follow these steps: ### Step 1: Identify the Reactants The reactant is 2-bromopentane, which has the structure: \[ \text{CH}_3\text{CHBrCH}_2\text{CH}_2\text{CH}_3 \] ### Step 2: Understand the Reaction Conditions Alcoholic KOH is a strong base and is known to promote elimination reactions. In this case, it will induce a dehydrohalogenation reaction, where a hydrogen atom and a halogen atom (bromine) are removed. ...
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NCERT FINGERTIPS ENGLISH-HYDROCARBONS -Assertion And Reason
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