#4 - 1-Methylcyclohexene, shown in the box below, is a versatile starting material for a variety of reactions. Choose TWO of the five reactions shown on the chart below, and draw the end products of the indicated reaction sequences, including any and all relevant stereochemical outcomes (E/Z double bonds, stereochemistry using wedge/dash notation, etc). If enantiomers are created in the course of the reaction, please indicate that (you do not need to actually draw out both, just one and a note). You do NOT need to show the mechanism for any of these reactions. You DO, however, need to re-write the starting material and reagents, so that it is clear which of the reactions below you have chosen. H-Br H-OH, NABH4 RO–OR Hg(OAc)2 CH3 `H BH3 • THF X-X НО—ОН X-X H-OH NAOH X = Cl, Br

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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#4 - 1-Methylcyclohexene, shown in the box
below, is a versatile starting material for a
variety of reactions. Choose TWO of the
five reactions shown on the chart below,
and draw the end products of the
indicated reaction sequences, including
any and all relevant stereochemical
outcomes (E/Z double bonds,
stereochemistry using wedge/dash
notation, etc). If enantiomers are created in
the course of the reaction, please indicate
that (you do not need to actually draw out
both, just one and a note). You do NOT
need to show the mechanism for any of
these reactions. You DO, however, need to
re-write the starting material and reagents,
so that it is clear which of the reactions
below you have chosen.
H-Br
NaBH4
RO–OR
Н—ОН,
Hg(OAc)2
CH3
`H
BH3
• THF
X-X
НО—ОН
X-X
H-OH
NaOH
X = Cl,
Br
Transcribed Image Text:#4 - 1-Methylcyclohexene, shown in the box below, is a versatile starting material for a variety of reactions. Choose TWO of the five reactions shown on the chart below, and draw the end products of the indicated reaction sequences, including any and all relevant stereochemical outcomes (E/Z double bonds, stereochemistry using wedge/dash notation, etc). If enantiomers are created in the course of the reaction, please indicate that (you do not need to actually draw out both, just one and a note). You do NOT need to show the mechanism for any of these reactions. You DO, however, need to re-write the starting material and reagents, so that it is clear which of the reactions below you have chosen. H-Br NaBH4 RO–OR Н—ОН, Hg(OAc)2 CH3 `H BH3 • THF X-X НО—ОН X-X H-OH NaOH X = Cl, Br
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