CHEM 10052 - Introduction to Organic Chemistry - Summer 2006
Exam #1 Key - 100 Points
1. [5 pts] (10.15)
CC
H
H
H
C C
C
C
H
H C H
: O :
2. [6 pts] (10.47) δ+and δ−.
3. [4 pts] (–) Formal charge.
4. [4 pts] (10.21) Geometry.
δ+
δ+
δ+
δ−
δ−
δ−
δ−
N
C
C
C
H
H H
H
C
: O : O :
..
..
N
..
−1 Formal Charge
+1 Formal Charge
Trigonal Planar
Tetrahedral
5. [6 pts] (11.13) Draw structures.
(a) 2-ethyl-4,4-dimethylpentane =
(b) 3-isopropyl-1,1-dimethylcyclohexane =
6. [3 pts] (11.23)
= 2,2,4-trimethylhexane
7. [3 pts] (11.13) Condensed formula =
CH3CH(CH3)CH2C(CH3)2CH3
or
CH3CH(CH3)CH2C(CH3)3
8. [3 pts] (11.13) Stick structure =
9. [6 pts] (11.55) Hydrocarbons
(a) Neither is water soluble
(b) Both are flammable (burn)
(c) Alkenes more reactive ?
10. [4 pts] (11.19) Compare
(a) Different formulas (C5H12 vs. CH4)
(b) Isomers (2,3-dimethylpentane vs.
2,4-dimethylpentane)
11. [6 pts] (11.31)
12. [4 pts] (11.52) Carbon atoms in primary chain
(a) 7
(b) 7
13. [6 pts] # H’s =
O
O
1
1
3
14. [2 pts] Most stable =
CH3
H3C
CH3
equatorial equatorial
equatorial
15. [6 pts] (12.23) Isomers
(a) =cis
(b)
H3C
H3C CH3
CC
H
= Neither
(c)
CH3
H3C
=cis
