9. Consider 3-methylhexane. (24 points) a. Draw this compound in the box provided. +4 b. Now, draw the Newman projections for the three staggered conformations looking down the C3 to C4 bond. gauche CH2CH 3 H -CH2CH3 H. CH2CH3 H gauche CH3CH2、 CH2CH3 H Most stable? anti +4 +4 gauche Ba H `CH3 H H `CH3 CH2CH3 gauche H `CH3 +4 H anti. +4 A B C +2 for anti,+2 for gauche c. Which conformation(s) is/are the most stable, A, B or C (use box above). d. Clearly label a gauche orientation and an anti-orientation in the figures above.

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9. Consider 3-methylhexane. (24 points)
a. Draw this compound in the box provided.
+4
b. Now, draw the Newman projections for the three staggered conformations
looking down the C3 to C4 bond.
gauche
CH2CH 3
H
-CH2CH3
H.
CH2CH3
H
gauche
CH3CH2、
CH2CH3
H
Most stable?
anti
+4
+4
gauche
Ba
H
`CH3
H
H
`CH3
CH2CH3 gauche
H
`CH3
+4
H
anti.
+4
A
B
C
+2 for anti,+2 for gauche
c. Which conformation(s) is/are the most stable, A, B or C (use box above).
d. Clearly label a gauche orientation and an anti-orientation in the figures above.
Transcribed Image Text:9. Consider 3-methylhexane. (24 points) a. Draw this compound in the box provided. +4 b. Now, draw the Newman projections for the three staggered conformations looking down the C3 to C4 bond. gauche CH2CH 3 H -CH2CH3 H. CH2CH3 H gauche CH3CH2、 CH2CH3 H Most stable? anti +4 +4 gauche Ba H `CH3 H H `CH3 CH2CH3 gauche H `CH3 +4 H anti. +4 A B C +2 for anti,+2 for gauche c. Which conformation(s) is/are the most stable, A, B or C (use box above). d. Clearly label a gauche orientation and an anti-orientation in the figures above.
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