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Identify the stronger nucleophile: (a) NaSH vs. H2S (b)

Chapter 7, Problem 7.4

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QUESTION:

Identify the stronger nucleophile:

(a) \(\mathrm{NaSH}\) vs. \(\mathrm{H}_{2} \mathrm{~S}\)

(c) Methoxide dissolved in

(b) Sodium hydroxide vs. methanol vs. methoxide diswater solved in DMSO

Questions & Answers

QUESTION:

Identify the stronger nucleophile:

(a) \(\mathrm{NaSH}\) vs. \(\mathrm{H}_{2} \mathrm{~S}\)

(c) Methoxide dissolved in

(b) Sodium hydroxide vs. methanol vs. methoxide diswater solved in DMSO

ANSWER:

Step 1 of 3

(a)  NaSH is a stronger nucleophile than , since  is already anionic while  is neutral.

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