220 rev chp 01 - chem PDF

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Chem 220

Orange Coast College

Review Chapter 01 1. Draw Lewis structures of the compounds with the following molecular formulas: a) C3H4

b) HNO2

c) HCO2H

2. For each compound, state whether its bonding is ionic, covalent, or a mixture of ionic and covalent, then draw a Lewis structure to show the bonding in the compound: b) NaOCH3

a) CH2Cl2

c) HCO2Na

3. Complete the following Lewis structures by filling in lone pairs and calculating formal charges: a)

b) H H

C

+

O N

H

O

O

H

H

H

4. Each of the following compounds has a Lewis structure that violates the octet rule. Draw the octet rule violating Lewis structure, and briefly explain how and why it violates the octet rule: c) H3PO4

d) SOCl2

e) B(CH3)3

5. Redraw each of the following fully condensed structures as partially condensed structures and as line structures: a) CH3CH2CHClCH2CH3

b) CH3C(O)CH3

c) CH3C(CH3)2CH2CH3

© John Congleton

Chem 220

Review Problem Set 01

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6. Redraw each of the following Lewis structures as partially condensed structures and as line structures:

H

H

H

H

C H

C

C H

O

d) H

c) H

H

H

C

C

C

C

H

H

H

H

H

H

H

H

H

Cl

C

C

C

HH

H

H H

C

C

O

H

H

H

7. Each of the following compounds or ions has resonance. Draw two resonance structures of each of the compounds: a) NO2–

b) [CH2=CH–CH2]–

8. For each of the following structures, push electrons to create the indicated number of resonance structures. Label each structure as a major or minor contributor: a) (ONE additional GOOD structures) O CH3

C

CH2

Chem 220

Review Problem Set 01

b) (TWO additional structures) NH NH2

C

NH2

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