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

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

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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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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