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Solution Manual For Organic Chemistry: Mechanistic Patterns 1st Edition by Ghis William Ogilvie, Nathan Ackroyd, Scott Browning All Chapters 1-20

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Solution Manual For Organic Chemistry: Mechanistic Patterns 1st Edition by Ghis William Ogilvie, Nathan Ackroyd, Scott Browning

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Chapter 1
Carbon and Its Compounds

CHECKPOINT PROBLEMS

Practice Problem 1.1

a) S — 1s22s22p63s23p4




b) Cl — 1s22s22p63s23p5




c) Na+ — 1s22s22p6

,Practice Problem 1.2

a) Count valence electrons.




Build a basic bonding framework and account for electrons used.




Add remaining electrons and check for formal charges.




The molecule has a lone pair on the nitrogen. All other electrons are bonding electrons.

b) Count valence electrons.




Build a basic bonding framework and account for electrons used.




1-2 Copyright © 2018 Nelson Education Limited

, Add remaining electrons and check for formal charges.




There are formal charges on the S and O atoms. They can be removed by making an
additional bond between O and S.




The molecule has a lone pair on the sulfur and two lone pairs on oxygen. All other electrons
are bonding electrons.

c) Count valence electrons.

CH3CH2CN (nitrogen is connected to one carbon only)

3 carbons (group 4) 3 X 4 = 12
5 hydrogens (group 1) 5X1= 5
1 nitrogen (group 5) 1X5= 5
22 valence e-

Build a basic bonding framework and account for electrons used.

H H 8 bonds = 16 bonding e -
H C C C N
22 valence e - – 16 bonding e - = 6 non-bonded e -
H H




Copyright © 2018 Nelson Education Limited 1-3

, Add remaining electrons and check for formal charges.




The formal charges on C and N show the carbon needs more electrons and the N has too
many. Forming two more bonds between C and N alleviates this problem.




The molecule has a lone pair on the nitrogen. All other electrons are bonding electrons.

d) Count valence electrons.




Build a basic bonding framework and account for electrons used.




Add remaining electrons and check for formal charges.




The oxygen atom has three lone pairs and a positive charge. All other electrons are bonding
electrons.




1-4 Copyright © 2018 Nelson Education Limited
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