Read the passage given below and answer the following questions: Williamson's synthesis is used for the preparation of symmetrical as well as unsymmerical ether. It is S
N2 reaction mechanism. In Williamson's synthesis, 1º alkyl halide are used for preparation of ethers because 2º and 3º alkyl halide give alkene. Ethers are cleaved by hydrogen halides to alcohol and alkyl halide where alkyl halide is corresponding to that alkyl which has less number of carbon atom (it is because of less steric hindrance). In polar media unsymmetrical ether like tertiary butyl ethyl ether gives ethyl alcohol and tertiary butyl halide as reaction proceeds via carbocation. In these questions (Q. No. i-iv), a statement of assertion followed by a statement of reason is given. Choose the correct answer out of the following choices.
- Assertion and reason both are correct statements and reason is correct explanation for assertion.
- Assertion and reason both are correct statements but reason is not correct explanation for assertion.
- Assertion is correct statement but reason is wrong statement.
- Assertion is wrong statement but reason is correct statement.
- Assertion: Rate of reaction of alkyl halide in Williamson's synthesis reaction is 1ºRX > 2ºRX > 3ºRX.
Reason: It is a type of bimolecular substitution reaction (SN2).
- Assertion: T-Butyl methyl ether is not prepared by the reaction of t-butyl bromide with sodium methoxide.
Reason: Sodium methoxide is a weak nucleophile.
- Assertion: Williamson's synthesis method cannot be used for preparing diphenyl ether.
Reason: Aryl halides do not undergo nucleophilic substitution easily.
- Assertion: When isopropyl bromide is treated with sodium isopropoxide, di-isopropyl ether is obtained as a major product.
Reason: With secondary alkyl halides, both substitution and elimination occur.
- Assertion: Both symmetrical and unsymmetrical ethers can be prepared by Williamson's synthesis.
Reason: Williamson's synthesis is an example of nucleophilic substitution reaction.