CUET Preparation Today
Which of these statements is false regarding the following reaction?
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The reactant can be synthesized in a reaction between an alcohol and an acid chloride The product can react with SOCl2 to form 1-chloropropane The C-O bond in the product is longer than the C-O bond of the carbonyl in the reactant. The reactant has lower pKa than the product |
The reactant can be synthesized in a reaction between an alcohol and an acid chloride |
The reaction is a reduction from a carboxylic acid to an alcohol. The carboxylic acid has a conjugate base that is stabilized by resonance . Therefore, carboxylic acids readily donate their H+ and thus have a lower pKa than alcohols. The bond length in a single bond is longer than the bond length in a double bond. The carbon-oxygen bond in the alcohol is therefore longer than the carbon-oxygen bond of the carbonyl in the carboxylic acid reactant. SOCl2 can convert alcohols to alkyl chlorides through a nucleophilic chloride atom. However, a reaction between an alcohol and an acid chloride does not produce a carboxylic acid, instead it produces an ester. |
