Drawing Organic Molecules
1. Draw each molecule below showing all atoms and lone pairs:
O
OH
2. Draw the following molecules as skeletal structures:
CH3(CH2)3CH3
(CH3)3C(CH2)2CH3
(CH3)2CH(CH2)3Br
CH3COOCH2CH3
CH3CH2COCH2CH3
CH3CH2CHO
CH3CHC(CH3)2
CH3CH2COOH
CH3CH2OCH3
CH3CH2NHCH2CH3
CH3CH2CH(CH3)CH2CH3
CH3CH(OH)CH2CH3
Chapter 2 - Drawing Organic Molecules
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CHEM 3411 SP16 - BH
3. Draw each molecule as a skeletal structure:
O
H3C
CH2 CH
C
CH3
H
H3C
CH
O
CH2 C
O
CH2 CH3
CH3
CH3
CH3
H3C
C
CH2
CH2 CH
CH3
O
CH2 CH
CH3
H3C
CH2 CH3
CH2 CH
C
OH
CH3
CH3
H3C
O
O
C
CH2 C
CH2 N
CH3
H3C
CH3
Chapter 2 - Drawing Organic Molecules
CH2 CH
CH
CH3
CH
CH3
CH3
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CHEM 3411 SP16 - BH
4. Draw all structural isomers of C5H12:
5. Draw all structural isomers of C5H11Br:
6. Draw all structural isomers of C4H8:
7. Draw all structural isomers of C3H8O:
Chapter 2 - Drawing Organic Molecules
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CHEM 3411 SP16 - BH
8. Draw a wedge-dash drawing for each molecule below:
CH3Cl
BrCH2CH2Br
9. Identify each numbered carbon as primary, secondary, or tertiary for each molecule below:
Cl
2
1
8
3
6
Br
4
5
7
9
Cl
10. Find the number of primary, secondary, or tertiary, or quaternary carbons in each of the following molecules:
Chapter 2 - Drawing Organic Molecules
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CHEM 3411 SP16 - BH