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Alcohols, Phenols and Ethers

Short Answer Type

271. Give IUPAC names of the following ethers:

straight O subscript 2 straight N space minus space straight C subscript 6 straight H subscript 4 space minus space OCH subscript 3 left parenthesis straight p right parenthesis

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272. Give IUPAC names of the following ethers:

CH subscript 3 CH subscript 2 CH subscript 2 OCH subscript 3

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273. Give IUPAC names of the following ethers:

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274. Give IUPAC names of the following ethers:

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275.

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:

1-Propoxypropane.

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276.

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:
Ethoxybenzene.

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277.

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:
2-Methoxy-2-methyl propane.

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278.

Write the names of reagents and equations for the preparation of the following ethers by Williamson’s synthesis:

1-methoxyethane.

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Long Answer Type

279. Illustrate with examples the limitations of Williamson synthesis for the preparation of certain type of ethers.

Williamson synthesis involves S_N2 attack may an alkoxide ion on primary alkyl halide. Better result are obtained if the alkyl halides is primary. In case of secondary and tertiary alkyl halide, elimination competes over substitution.

(i) If the alkyl halide is tertiary, then the major product is an alkene and alkoxide then acts as a strong base not as a nucelophile.

(ii) Chlorobenzene does not give Williamson’s synthesis due to partial double bond character of C—Cl bond. So, aromatic ether are prepared from sodium phenoxide.

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280. How is 1-propoxypropane synthesised from propan-1-ol ? Write mechanism of this reaction.

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