Vance Granville Community College Organic Chemistry Exam Practice
Practice Problems (Chapter THREE):
1) Sight down the C2 – C3 bond, and draw Newman Projection formulas for the
(a) most stable conformation of 2,2-dimethylbutane.
(b) two most stable conformations of 2-methylbutane.
(c) two most stable conformations of 2,3-dimethylbutane.
2) Draw all possible chair conformations for 1,4-diethylcyclohexane. Label each conformation as either cis or trans. Also label the most stable conformation.
3) Write a structural formula for the most stable conformation of each of the following compounds:
(a) 2,2,5,5-Tetramethylhexane (Newman projection of conformation about C3 – C4 bond).
4) Identify the more stable stereoisomer in each of the following pairs:
(a) cis- or trans-1-Isopropyl-2-methylcyclohexane.
(b) cis- or trans-1-Isopropyl-3-methylcyclohexane.
(c) cis- or trans-1-Isopropyl-4-methylcyclohexane.