be) e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu- tional isomers in this problem. [4 pts] CI i CI Extra Credit. Consider the products for the chlorination of isopentane in question 6e (p. 8). Among the constitutional isomers are two pairs of enatiomers, which were explicitly excluded from consideration in question 6 but are the subject of this extra credit question. a. Draw the two pairs of enantiomers. [1 pt each pair] b. Pick one pair of enantiomers and label each chiral center as R or S. Write the label next to the stereocenter in your drawings above. [2 pts] c. The two pairs of enantiomers arise during chlorination of isopentane for different mechanistic reasons. Briefly explain why each pair of enantiomers arose in mechanistic terms. hint: One pair arises from the geometry of the intermediate and one from the geometry of isopentane itself. [2 pts] i

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter14: Elimination
Section: Chapter Questions
Problem 40CTQ
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be)
e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu-
tional isomers in this problem. [4 pts]
CI
i
CI
Extra Credit. Consider the products for the chlorination of isopentane in question 6e (p. 8).
Among the constitutional isomers are two pairs of enatiomers, which were explicitly excluded
from consideration in question 6 but are the subject of this extra credit question.
a. Draw the two pairs of enantiomers. [1 pt each pair]
b. Pick one pair of enantiomers and label each chiral center as R or S. Write the label next to the
stereocenter in your drawings above. [2 pts]
c. The two pairs of enantiomers arise during chlorination of isopentane for different mechanistic
reasons. Briefly explain why each pair of enantiomers arose in mechanistic terms. hint: One pair
arises from the geometry of the intermediate and one from the geometry of isopentane itself.
[2 pts]
i
Transcribed Image Text:be) e. Draw the major chlorination product(s) ignoring stereochemistry. Consider only constitu- tional isomers in this problem. [4 pts] CI i CI Extra Credit. Consider the products for the chlorination of isopentane in question 6e (p. 8). Among the constitutional isomers are two pairs of enatiomers, which were explicitly excluded from consideration in question 6 but are the subject of this extra credit question. a. Draw the two pairs of enantiomers. [1 pt each pair] b. Pick one pair of enantiomers and label each chiral center as R or S. Write the label next to the stereocenter in your drawings above. [2 pts] c. The two pairs of enantiomers arise during chlorination of isopentane for different mechanistic reasons. Briefly explain why each pair of enantiomers arose in mechanistic terms. hint: One pair arises from the geometry of the intermediate and one from the geometry of isopentane itself. [2 pts] i
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