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Chapter 11: Q 11-11-42 E-f (page 350)

Which reactant in each of the following pairs is more nucleophilic? Explain.

F)C鈮�N-or-OCH3

Short Answer

Expert verified

C鈮�N-

Step by step solution

01

Nucleophile

The nucleophiles are ions possessing one electron pair. The lone electron pairs on the nucleophiles are ready to bond with each other.

02

Rules to identify more nucleophilic species

  1. Nucleophile attacking the same atom then nucleophilicity is same as basicity that more basic species is more nucleophilic in nature.
  2. Nucleophilicity increases in going down in a group of the periodic tables.

A negatively charged nucleophile is more nucleophilic than a neutral nucleophile due to a negative charge

03

More nucleophiles among C≡N- or -OCH3

On the basis of:

  1. Rule1: Nucleophile attacking the same atom then nucleophilicity is same as basicity that more basic species is more nucleophilic in nature.

Also on the basis of the reactivity cyanide ion is more reactive

C鈮�N-is more nucleophilic than-OCH3

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Most popular questions from this chapter

Question: Order each of the following sets of compounds with respect to reactivity:

Which substance in each of the following pairs is more reactive as a nucleophile? Explain.

(a)CH32N-orCH32NH(b) (CH3)3Bor(CH3)3N(c)H2OorH2S

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What product would you expect from a nucleophilic substitution reaction of (S) -2-bromohexane with acetate ion, CH3CO2-? Assume that inversion of configuration occurs, and show the stereochemistry of both the reactant and

product.

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