**Question 16: Determining the Most Nucleophilic Compound**In this question, students are asked to identify which compound is the most nucleophilic among the following options:A) CH₃SHB) CH₃OHC) H₂OD) CH₃CO₂HE) BF₃**Explanation:**Nucleophilicity refers to the ability of a compound to donate an electron pair. This property is influenced by factors such as the presence of lone pairs, the electronegativity of atoms, and the steric hindrance around the reactive site.**Option Analysis:**- **A) CH₃SH (Methanethiol)**: Contains a sulfur atom with lone pairs, making it a strong nucleophile due to the reduced electronegativity of sulfur compared to oxygen.- **B) CH₃OH (Methanol)**: Contains an oxygen atom with lone pairs; however, oxygen is more electronegative than sulfur, making it less nucleophilic than CH₃SH.- **C) H₂O (Water)**: Similar to methanol, but without the alkyl group which somewhat stabilizes the negative charge.- **D) CH₃CO₂H (Acetic Acid)**: While it has an oxygen atom with lone pairs, the presence of the carbonyl group decreases its nucleophilicity through resonance.- **E) BF₃ (Boron Trifluoride)**: Acts as an electrophile rather than a nucleophile due to its electron-deficient boron atom.**Conclusion:**- **Answer: A) CH₃SH** is the most nucleophilic compound, as sulfur's larger atomic size and lower electronegativity compared to oxygen increase its nucleophilic characteristics.

Nucleophile are donor of electrons and they are either negatively charged or neutral. Given,…

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16) Which of the following compounds is the most nucleophilic? A) CH3SH B) CH3OH C) H20 D) CH3CO2H E) BF3

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ISBN:9781305957404

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Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

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