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Question

How do you convert the following:

(i) Prop-1-ene to 1-fluoropropane

(ii) Chlorobenzene to 2-chlorotoluene

(iii) Ethanol to propanenitrile

OR

What happens when

(i) n-butyl chloride is treated with alcoholic KOH?

(ii) 2, 4, 6-trinitrochlorobenzene is subjected to hydrolysis?

(iii) methyl chloride is treated with AgCN?

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Solution

(i)

CH3CH=CH2+HFPeroxide−−−−CH3CH2CH2FProp1ene 1fluropropane

(ii)

(iii)

OR

(i) When n-butyl chloride is treated with alcoholic KOH, but-1-ene is formed.

CH3CH2CH2CH2Cl+Alc.KOHCH3CH2CH=CH2+KCl+H2O but1ene

(ii) 2, 4, 6-trinitrochlorobenzene under mild hydrolysis conditions (H2O323K) gives 2, 4, 6-trinitrophenol or picric acid.

(iii) When methyl chloride is treated with AgCN, methyl cyanide is formed.

CH3Cl + AgCN CH3CN + AgClMethylchloride Methyl cyanide


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