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STEREOCHEMISTRY: CHIRAL MOLECULES 83
5.5 Select the words that best describe what happens to the optical rotation of the alkene shown
when it is hydrogenated to the alkane according to the following equation:
Ni
pressureH2
CH(R) CH2 CH2CH3
H
CH3CH3CH2 C
H
CH3CH3CH2 C
(a) Increases (b) Changes to zero (c) Changes sign
(d) Stays the same (e) Impossible to predict
5.6 There are two compounds with the formula C7H16 that are capable of existing as enan-
tiomers. Write three-dimensional formulas for the (S) isomer of each.
5.7 Compound A is optically active and is the (S ) isomer.
Ni
pressure
H2
CH2CH3
CH3CHCH2CH3
A
5.8 Compound B is a hydrocarbon with the minimum number of carbon atoms necessary for
it to possess a chirality center and, as well, alternative stereochemistries about a double bond.
B