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Ochem Homework

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Chemistry
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Southwestern Community College
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Organic Chemistry Homework
Question 1a. 2,4,7-trimethyloctane
Question 1b. 3,3-dibromo-2-chloropentane
Question 1c. trans-1-bromo-4-methylcyclohexane
Question 1d. cis-1,2-difluorocyclopentane
Question 2a.
Question 2b.
Question 2c.
Question 2d.
Question 2e.
Question 3a. CH
3
-CH
2
-CH
2
-CH
3
(less substituted)
Question 3b. Octane (C
8
H
18
, has more carbon atoms)
Question 3c. (less substituted)
Explanation for question 3: The boiling point of a compound depends on the strength of the
intermolecular forces between the molecules. For hydrocarbons, the dominant interaction is the

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London dispersion force, which strength is highly dependent upon the surface area of each
molecule. Hence, the longer and larger the carbon chain, the stronger the intermolecular forces are.
For two compounds containing the same number of carbon atoms, the less-substituted compound
would have a larger surface area and hence, a higher boiling point.
Question 4a.

 

 

Question 4b.


 

Or alternatively: 


 

Question 5a.
Question 5b.
Question 6. The conformation in which Br is in equatorial position is more stable:
Question 7a. Neither (the formula of cyclobutane is C
4
H
8
while that of 2-methylpropane is C
4
H
10
)
Question 7b. Identical (C
4
H
9
NH
2
or C
4
H
11
N)
Question 7c. Identical (C
4
H
9
OH or C
4
H
10
O)
Question 7d. Constitutional isomer (C
4
H
9
OH or C
4
H
10
O)
Question 8a.

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Organic Chemistry Homework Question 1a. 2,4,7-trimethyloctane Question 1b. 3,3-dibromo-2-chloropentane Question 1c. trans-1-bromo-4-methylcyclohexane Question 1d. cis-1,2-difluorocyclopentane Question 2a. Question 2b. Question 2c. Question 2d. Question 2e. Question 3a. CH3-CH2-CH2-CH3 (less substituted) Question 3b. Octane (C8H18, has more carbon atoms) Question 3c. (less substituted) Explanation for question 3: The boiling point of a compound depends on the strength of the intermolecular forces between the molecules. For hydrocarbons, the dominant interaction is the London dispersion force, which strength is highly dependent upon the surface area of each molecule. Hence, the longer and larger the carbon chain, the stronger the intermolecular forces are. For two compounds containing the same number of carbon atoms, the less-substituted compound would have a larger surface area ...
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