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Solved: Which member of each pair is a better nucleophile

Chapter 9, Problem 36P

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QUESTION:

Problem 36P

Which member of each pair is a better nucleophile in methanol?

a. H2O or HO- c. H2O or H2S e. I- or Br-

b. NH3 or H2O d. HO- or HS- f. Cl- or Br-

Questions & Answers

QUESTION:

Problem 36P

Which member of each pair is a better nucleophile in methanol?

a. H2O or HO- c. H2O or H2S e. I- or Br-

b. NH3 or H2O d. HO- or HS- f. Cl- or Br-

ANSWER:

Solution 36P

Step 1 of 7

Methanol is a polar protic solvent. It can participate in hydrogen bonding with the nucleophile. The nucleophile is less reactive as its lone pair of electrons interacts with the electron-poor hydrogen atoms of the solvent.

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