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In S N 2 mechanism nucleophile attack occur at the atom bearing the leaving group. In case of CH 3 Cl there is no bulky substituents on the carbon atom or in case of (CH 3 ) 3 CCl, the attack of the nucleophile at the carbon atom is hindered because of the presence of bulky group on the carbon atom. Hence CH 3 Cl reacts faster than (CH 3 ) 3 CCl in S N 2 reaction with OH - .

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Haloalkanes and Haloarenes

Short Answer Type

41. What happens when a haloalkane reacts with sodium metal in dry ether?

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42.

With the help of a chemical equation show how will you convert 2-propanol to 1-bromo-propane.

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43. Which compound in each of the following pairs will react faster in S_N2 reaction with -OH?
CH₃Br or CH₃I

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44. Which compound in each of the following pairs will react faster in S_N2 reaction with -OH?
(CH₃)₃ CCl or CH₃Cl

In S_N2 mechanism nucleophile attack occur at the atom bearing the leaving group. In case of CH₃Cl there is no bulky substituents on the carbon atom or in case of (CH₃)₃CCl, the attack of the nucleophile at the carbon atom is hindered because of the presence of bulky group on the carbon atom. Hence CH₃Cl reacts faster than (CH₃)₃CCl in S_N2 reaction with OH^-.

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