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In each reaction, label the reactants as Lewis acids (electrophiles) or Lewis bases (nucleophiles). Use curved arrows to show the movement of electron pairs in the reaction. Draw any nonbonding electrons to show how they participate in the reactions.

(a)

(b)

(c)

(d)

(e)

Short Answer

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(a)

(b)

(c)

(d)

(e)

Step by step solution

01

Lewis concept of acid and base

According to Lewis, an acid can be defined as any molecule, ion or radical which can accept one or more electron pairs, that is, an acid is an electron pair acceptor. A Lewis base can be defined as any molecule, ion or radical which can donate one or more electron pairs, that is, a base is an electron pair donor.

02

Electrophiles and nucleophiles

Lewis acid accepts a pair of electrons, hence it can be called as electrophiles which means electrons loving. Also, Lewis base donates a pair of electrons, hence it can be called as nucleophiles which means nuclei loving.

03

Reactions showing movement of electron pairs

Curved arrows are used to show the movement of electrons from the nucleophile (Lewis base) to the electrophile (Lewis acid).

(a)

(b)

(c)

(d)

(e)

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Most popular questions from this chapter

The pKa of ascorbic acid (vitamin C, page 9) is 4.17 , showing that it is lightly more acidic than acetic acid (CH3COOH,pKa =4.74) .

(a)Show four different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid.

(b) Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic.

(c) Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH ) group

Two isomers of 1,2 Dichloroethene are known. One has dipole moment of 2.4 D; the other has zero dipole moment. Draw the two isomers, and explain why one has zero dipole moment

CHCl=CHCl (1,2 Dichloroethene)

Consider the type of orbitals involved, and rank the following nitrogen compounds in order of decreasing basicity. Give the structure of their conjugate acids; and estimate their pKas from similar compounds in Appendix 4. Rank the conjugate acids in order of increasing acidity. (Hint: These two orders should be the same!)

Classify the following hydrocarbons, and draw a lewis structure for each one. A compound may fit into more than one of the following classifications:

Alkane, alkene, alkyne, cycloalkane, cycloalkene, cycloalkyne, aromatic hydrocarbon.

  1. (CH3CH2)2CHCH(CH3)2
  2. CH3CHCHCH2CH3
  3. CH3CCCH2CH2CH3

e.

f.

g.

h.

i.

Give a definition and an example for each class of organic compounds.

(a) alkane

(b) alkene

(c) alkyne

(d) alcohol

(e) ether

(f) ketone

(g) aldehyde

(h) aromatic hydrocarbon

(i) carboxylic acid

(j) ester

(k) amine

(l) amide

(m) nitrile

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