Consider the molecule 4-chlorobutanoic acid. On which numbered carbon atom (following IUPAC rules, with the carboxyl carbon as C1) is the electron-withdrawing chlorine atom attached, resulting in a mi

Question

Consider the molecule 4-chlorobutanoic acid. On which numbered carbon atom (following IUPAC rules, with the carboxyl carbon as C1) is the electron-withdrawing chlorine atom attached, resulting in a minimal $-I$ effect compared to its isomer, 2-chlorobutanoic acid?

Prashant Kotian · Accepted Answer

Correct answer: 4. In 4-chlorobutanoic acid (), the carboxyl carbon is C1. Therefore, the chlorine atom is attached to carbon number 4. Due to the distance, its effect on the acidic group is significantly weaker than in 2-chlorobutanoic acid.

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