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Which of the following undergoes E1 reaction most readily?
  • a)
    1-chloropentane
  • b)
    2-chloropentane
  • c)
    2-chloro-2-methyl butane
  • d)
    2, 2-dimethy!-1-chloropropane
Correct answer is option 'C'. Can you explain this answer?
Most Upvoted Answer
Which of the following undergoes E1 reaction most readily?a)1-chlorope...
E1 Reaction:

E1 reaction is a type of elimination reaction in which a proton is removed from the β-carbon of a carbocation intermediate. This reaction occurs in two steps. In the first step, a leaving group leaves the substrate to form a carbocation intermediate. In the second step, a proton is removed from the β-carbon of the carbocation intermediate to form an alkene product.

Factors Affecting E1 Reaction:

The rate of E1 reaction is influenced by several factors, including the stability of the carbocation intermediate, the strength of the leaving group, and the nature of the solvent.

Answer:

Out of the given options, 2,2-dimethyl-1-chloropropane undergoes E1 reaction most readily. This is because of the following reasons:

1. Stability of Carbocation Intermediate:

The stability of the carbocation intermediate is a crucial factor that determines the rate of E1 reaction. The more stable the carbocation intermediate, the faster the rate of E1 reaction. In the given options, 2,2-dimethyl-1-chloropropane forms a tertiary carbocation intermediate, which is more stable than the primary and secondary carbocation intermediates formed by other options. Hence, it undergoes E1 reaction most readily.

2. Strength of Leaving Group:

The strength of the leaving group also affects the rate of E1 reaction. A stronger leaving group will leave the substrate more readily, leading to a faster rate of E1 reaction. In the given options, all the substrates have a chlorine leaving group, which is a good leaving group. Hence, this factor does not play a significant role in determining the rate of E1 reaction.

3. Nature of Solvent:

The nature of the solvent also affects the rate of E1 reaction. A polar protic solvent, such as ethanol or water, stabilizes the carbocation intermediate and slows down the rate of E1 reaction. A polar aprotic solvent, such as acetone or DMF, does not stabilize the carbocation intermediate and speeds up the rate of E1 reaction. In the given options, the nature of the solvent is not mentioned. Hence, this factor cannot be considered while determining the rate of E1 reaction.

Conclusion:

In conclusion, 2,2-dimethyl-1-chloropropane undergoes E1 reaction most readily due to the stability of its tertiary carbocation intermediate.
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Community Answer
Which of the following undergoes E1 reaction most readily?a)1-chlorope...
E1 reaction proceeds via carbocation intermediate and reactivity follow the stability of carbocation.
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Which of the following undergoes E1 reaction most readily?a)1-chloropentaneb)2-chloropentanec)2-chloro-2-methyl butaned)2, 2-dimethy!-1-chloropropaneCorrect answer is option 'C'. Can you explain this answer?
Question Description
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