An organic compound (A) reacts with PCl to produce another compound (B).(B) reacts withmagnesium metal in presence of ether to produce a Grignard reagent (C).(C) reacts with ethanal and theproduct is hydrolysed to produce propan-2-ol.Identify (A),(B) and (C) and explain the reactions
Question
An organic compound (A) reacts with PCl to produce another compound (B).(B) reacts withmagnesium metal in presence of ether to produce a Grignard reagent (C).(C) reacts with ethanal and theproduct is hydrolysed to produce propan-2-ol.Identify (A),(B) and (C) and explain the reactions
Solution
(A) is an alcohol, specifically ethanol. (B) is ethyl chloride, and (C) is an ethylmagnesium chloride Grignard reagent.
Here are the reactions:
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Ethanol (A) reacts with PCl5 to produce ethyl chloride (B) and HCl. This is a substitution reaction where the -OH group in ethanol is replaced by a Cl atom.
CH3CH2OH + PCl5 → CH3CH2Cl + HCl
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Ethyl chloride (B) reacts with magnesium metal in the presence of ether to produce an ethylmagnesium chloride Grignard reagent (C). This is a Grignard reaction, where the magnesium atom inserts itself between the carbon and the halogen in the alkyl halide.
CH3CH2Cl + Mg → CH3CH2MgCl
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The Grignard reagent (C) reacts with ethanal to produce a tertiary alcohol. This is a nucleophilic addition reaction, where the Grignard reagent attacks the carbonyl carbon of the aldehyde.
CH3CH2MgCl + CH3CHO → CH3CH(OH)CH3
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The product is then hydrolysed to produce propan-2-ol. This is a simple acid-base reaction, where the alkoxide ion (the conjugate base of the alcohol) is protonated by a water molecule to form the alcohol.
CH3CH(OH)CH3 + H2O → CH3CH(OH)CH3 + OH-
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