Which of the following compounds is the most nucleophilic? CH;SH • CH;OH HO CH,CO2H BF3

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Question:**

Which of the following compounds is the most nucleophilic?

- CH₃SH
- CH₃OH
- H₂O
- CH₃CO₂H
- BF₃

**Explanation:**

- **Nucleophiles** are species that donate a pair of electrons to an electrophile to form a chemical bond in relation to a reaction.
- The nucleophilicity of a compound depends on several factors, such as the solvent and the structure of the compound.
- In this list, common nucleophiles include alcohols (CH₃OH), water (H₂O), and thiols (CH₃SH).
- CH₃SH is typically more nucleophilic due to the presence of sulfur, which, being less electronegative than oxygen, holds its electrons less tightly and is more willing to donate them.
- BF₃ is typically an electrophile, not a nucleophile.
Transcribed Image Text:**Question:** Which of the following compounds is the most nucleophilic? - CH₃SH - CH₃OH - H₂O - CH₃CO₂H - BF₃ **Explanation:** - **Nucleophiles** are species that donate a pair of electrons to an electrophile to form a chemical bond in relation to a reaction. - The nucleophilicity of a compound depends on several factors, such as the solvent and the structure of the compound. - In this list, common nucleophiles include alcohols (CH₃OH), water (H₂O), and thiols (CH₃SH). - CH₃SH is typically more nucleophilic due to the presence of sulfur, which, being less electronegative than oxygen, holds its electrons less tightly and is more willing to donate them. - BF₃ is typically an electrophile, not a nucleophile.
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