ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 1, Problem 1.65P
Interpretation Introduction

(a)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]Csp2H1s[2]Csp2Csp2[3]Csp2Csp3

Explanation of Solution

The given compound is,

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  1

Figure 1

In bond [1], there are three groups around C and no lone pair. Thus, it is sp2 hybridized. This bond is formed from Csp2H1s orbitals. In bond [2], there are three groups around each C and no lone pair. Thus, it is sp2 hybridized. This bond is formed from Csp2Csp2. In bond [3], there are three groups around C(II) and no lone pair. Thus, it is sp2 hybridized. And there are four groups around C(III) and no lone pair. Thus, it is sp3 hybridized. This bond is formed from Csp2Csp3.

Conclusion

Orbitals used in the formation of given bonds are:

[1]Csp2H1s[2]Csp2Csp2[3]Csp2Csp3

Interpretation Introduction

(b)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]Csp3Csp2[2]Csp2Osp2

Explanation of Solution

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  2

Figure 2

In bond [1], there are four groups around C(I) including two hydrogen atoms and no lone pair. Thus, it is sp3 hybridized. This bond is formed from Csp3Csp2 orbitals. In bond [2], there are three groups around C and no lone pair. Thus, it is sp2 hybridized. And there is one group and two lone pairs around O. Thus, it is sp2 hybridized. This bond is formed from Csp2Osp2 orbitals.

Conclusion

Orbitals used in the formation of given bonds are:

[1]Csp3Csp2[2]Csp2Osp2.

Interpretation Introduction

(c)

Interpretation: The orbitals used to form the highlighted bonds are to be predicted.

Concept introduction: Hybridization is the combination of two or more atomic orbitals to form the same number of hybrid orbitals, each having the same shape and energy.

Expert Solution
Check Mark

Answer to Problem 1.65P

Orbitals used in the formation of given bonds are:

[1]H1sCsp[2]CspCsp,[3]CspCsp2and [4]Nsp2Csp3

Explanation of Solution

ORGANIC CHEMISTRY, Chapter 1, Problem 1.65P , additional homework tip  3

Figure 3

In bond [1], there are two groups around C(I), including one hydrogen atom and triply bonded C atom. Thus, it is sp hybridized. This bond is formed from H1s-Csp orbitals. In bond [2], there are two groups around each C atom. Thus, it is sp hybridized. This bond is formed from CspCsp orbitals. In bond [3], there are two groups around C(II) atom. Thus, it is sp hybridized. And there three groups around C(III) including one hydrogen atom. Thus, it is sp2 hybridized This bond is formed from CspCsp2 orbitals. In bond [4], there are two groups around N atom and one lone pair. Thus, it is sp2 hybridized. And there are four groups around C including three hydrogen atoms. Thus, it is sp3 hybridized. This bond is formed from Nsp2Csp3 orbitals.

Conclusion

(a) [1]H1sCsp[2]CspCsp,[3]CspCsp2and [4]Nsp2Csp3

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Chapter 1 Solutions

ORGANIC CHEMISTRY

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