Chapter 3: Q19P (page 101)
Draw a condensed and a skeletal structure for each of the following:
a. 3,4-diethyl-2-methylheptane
b. 2,2,5-trimethylhexane
Short Answer


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Chapter 3: Q19P (page 101)
Draw a condensed and a skeletal structure for each of the following:
a. 3,4-diethyl-2-methylheptane
b. 2,2,5-trimethylhexane


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Draw the condensed and skeletal structures for each of the following amines:
a. 2-methyl-N-propyl-1-propanamine d. methyldipropylamine
b. N-ethylethanamine e. N,N-dimethyl-3-pentanamine
c. 5-methyl-1-hexanamine f. cyclohexylethylmethylamine
One of the chair conformers of cis-1,3-dimethylcyclohexane is 5.4 kcal/mol less stable than the other. How much steric strain does a 1,3-diaxial interaction between two methyl groups introduce into the conformer?
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
The most stable form of glucose (blood sugar) is a six-membered ring in a chair conformation with its five substituents all in equatorial positions. Drawthe most stable conformer of glucose by putting the OH groups and hydrogens on the appropriate bonds in the structure on the right.

a. How many primary carbons does each of the following compounds have?
b. How many secondary carbons does each one have?
c. How many tertiary carbons does each one have?

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