Chapter 5: Q4. (page 180)
Draw in a plane of symmetry for each molecule.
a.
b.
c.
d.
Short Answer
a.
b.
c.
d.
Chapter 5: Q4. (page 180)
Draw in a plane of symmetry for each molecule.
a.
b.
c.
d.
a.
b.
c.
d.
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Get started for freeDrawn are four isomeric dimethylcyclopropanes.
a. How are the compounds in each pair related (enantiomers, diastereomers, constitutional isomers): A and B; A and C; B and C; C and D?
b. Label each compound as chiral or achiral.
c. Which compounds, alone, would be optically active?
d. Which compounds have a plane of symmetry?
e. How do the boiling points of the compounds in each pair compare: A and B; B and C; C and D?
f. Which of the compounds are meso compounds?
g. Would an equal mixture of compounds C and D be optically active? What about an equal mixture of B and C?
What is the maximum number of stereoisomers possible for a compound with:
a. three stereogenic centers;
b. eight stereogenic centers?
Label each compound as chiral or achiral. Compounds that contain a single carbon common to two rings are called spiro compounds. Because carbon is tetrahedral, the two rings are perpendicular to each other.
a.
b.
c.
d.
Label the two stereogenic centers in each compound and draw all possible stereoisomers.
a.
b.
Label the stereogenic centers in paclitaxel, the chapter-opening anticancer drug, as R or S.
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