In a reaction between an acid chloride and a primary alkyl chloride with a nucleophile, the acid chloride is generally more reactive than the primary alkyl chloride due to the presence of the electron-withdrawing carbonyl group in the acid chloride.
For example, if we react an acid chloride like acetyl chloride (CH3COCl) with a nucleophile like water (H2O), we get the following reaction:
CH3COCl + H2O → CH3COOH + HCl
In this reaction, the acetyl chloride reacts with water to form acetic acid (CH3COOH) and hydrochloric acid (HCl) as a byproduct. This reaction is an example of an acyl substitution reaction, where the nucleophile (water) substitutes the leaving group (chloride) on the acid chloride.
On the other hand, if we react a primary alkyl chloride like ethyl chloride (CH3CH2Cl) with water (H2O), we get the following reaction:
CH3CH2Cl + H2O → CH3CH2OH + HCl
In this reaction, the ethyl chloride reacts with water to form ethanol (CH3CH2OH) and hydrochloric acid (HCl) as a byproduct. This reaction is an example of a nucleophilic substitution reaction, where the nucleophile (water) substitutes the leaving group (chloride) on the primary alkyl chloride.
The rate of reaction for the acyl substitution reaction with the acid chloride is generally faster than the rate of reaction for the nucleophilic substitution reaction with the primary alkyl chloride, indicating the greater reactivity of the acid chloride.
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