Q.Explain the following reactions with equations.
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Start your 14-day free trial to unlock the full solution →These four named reactions build C–C, C–O, and C–X bonds at specific positions in phenols, ethers, and carboxylic acids using characteristic reagents.
a) Kolbe's reaction:
Sodium phenoxide (formed by treating phenol with NaOH) is heated with carbon dioxide at about 400 K under a pressure of 4–7 atmospheres. The electrophile attacks the ortho position of the phenoxide ring (favoured due to the chelation/ionic character of the intermediate), and the resulting product is acidified to give salicylic acid (2-hydroxybenzoic acid):
b) Riemer–Tiemann reaction:
When phenol is treated with chloroform () and concentrated sodium hydroxide (NaOH) at 340 K, dichlorocarbene (), generated from CHCl3 and NaOH, attacks the electron-rich ortho position of the phenoxide ring. Subsequent hydrolysis of the intermediate (a gem-dichloride) gives an ortho-hydroxybenzaldehyde called salicylaldehyde:
c) Williamson's ether synthesis:
An alkyl halide is treated with sodium alkoxide (prepared by reacting an alcohol with sodium metal). The alkoxide ion acts as a nucleophile and attacks the alkyl halide in an SN2 reaction, displacing the halide ion and forming an ether:
(For best yield, a primary alkyl halide is used, since a bulky/secondary or tertiary halide favours elimination instead of substitution.)
d) HVZ (Hell–Volhard–Zelinsky) reaction: …
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