Which of the following orders regarding the base strength of a leaving group in a reaction of an acid derivative with a nucleophile is correct?
A
Cl⊖>RCOO⊖>RO⊖
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B
Cl⊖>RO⊖>RCOO⊖
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C
RO⊖>RCOO⊖>Cl⊖
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D
RO⊖>Cl⊖>RCOO⊖
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Solution
The correct option is BRO⊖>RCOO⊖>Cl⊖ With an increase in electronegativity, basicity decreases, and the ability of the leaving group to leave increases. This is because an increase in electronegativity results in a species that wants to hold onto its electrons rather than donate them. The stronger the acid, the weaker the conjugate base.