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Explain the following with an example.

1. Kolbe’s reaction.

2. Reimer-Tiemann reaction

3. Williamson ether synthesis.

4. unsymmetrical ether.

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1. Kolbe’s reaction:

When phenol is treated with sodium hydroxide, sodium phenoxide is produced. This sodium phenoxide when treated with carbon-di-oxide, followed by acidification, undergoes electrophilic substitution to give o-hydroxipenzoic acid as the main product. This reaction is known as Kolbe’s reaction.

2. Reimer-Tiemann reaction: 

When phenol is treated with chloroform (CHCl3) in the presence of sodium hydroxide, a – CHO group is introduced at the ortho position of the benzene ring.

This reaction is known as the Reimer - Timann reaction.
The intermediate is hydrolyzed in the presence of alkalis to produce salicyclal dehyde.

3. Williamson ether synthesis:

Williamson ether synthesis is a laboratory method to prepare symmetrical and unsymmetrical ethers by allowing alkyl halides to react with sodium alkoxides.
R-X + R- ONa → R-O-R + NaX
This reaction involves SN2 attack of the alkoxides ion on the alkyl halide. Better results are obtained in case of primary alkyl halides.

If the alkyl halide is 2° or 3°, then elimination competes over substitution.

4. Unsymmetrical ether:

An unsymmetrical ether is an ether where two groups on the two sides of an oxygen atom differ (i.e., have an unequal number of carbon atoms). For e.g: ethyl methyl ether (CH3 - O - C2H5)

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