Chapter 3: Q.3-41P (page 122)
Convert the following Newman projections to skeletal structures and name them.

Short Answer
- 3-ethyl-pentan-2-ol

b. 2,2 dimethyl-pentanamine

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Chapter 3: Q.3-41P (page 122)
Convert the following Newman projections to skeletal structures and name them.


b. 2,2 dimethyl-pentanamine

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Rank the following compounds from highest boiling to lowest boiling:

Draw a condensed structure and a skeletal structure for each of the following:
a. sec-butyl tert-butyl ether
b. isoheptyl alcohol
c. sec-butylamine
d. isopentyl bromide
e. 5-(1-methylethyl)nonane
f. triethylamine
g. 4-(1,1-dimethylethyl)heptane
h. 5,5-dibromo-2-methyloctane
i. 3-ethoxy-2-methylhexane
j. 5-(1,2-dimethylpropyl)nonane
k. 3,4-dimethyloctane
l. 5-isopentyldecane
Predict the approximate size of the following bond angles.
a. the C-O-C bond angle in an ether
b. the C-N-C bond angle in a secondary amine
c. the C-O-H bond angle in an alcohol
d. the C-N-C bond angle in a quaternary ammonium salt
What is each compound’s systematic name?

Question: Using the data obtained in Problem 81, calculate the percentage of molecules of trans-1,2-dimethylcyclohexane that will have both methyl groups in
equatorial positions.
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