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

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

d) (CH3)3P or (CH3)3N

Short Answer

Expert verified

(CH3)3P

Step by step solution

01

Nucleophile

It is the negatively charged ions or neutral species that possess a single electron that is nucleophiles.

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 table.
  3. A negatively charged nucleophile is more nucleophilic than a neutral nucleophile due to a negative charge.
03

More nucleophiles among (CH3)3P or (CH3)3N

On the basis of:

  1. Rule2: Nucleophilicity increases in going down in a group of the periodic table.

P and N belong to group 15 of the periodic table and P is shown above N in the group.

(CH3)3P is more nucleophilic than(CH3)3N

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Most popular questions from this chapter

How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?

c.CH3CH2CH2CH2CN

Write the product you would expect from reaction of each of the following alkyl halides with (1)Na+-SCH3and (2)Na+-OH(green = Cl):

a)

(S)-2-Butanol slowly racemizes on standing in dilute sulfuric acid. Explain.

What stereochemistry do you expect for the alkene obtained by E2 elimination of (1R, 2R)-1,2-dibromo-1,2-diphenylethane? Draw a Newman projection of the reacting conformation.

d) Tell whether each of the following reactions is likely to be SN1, SN2, E1, E1cB or E2:
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