Problem 8.21: Draw all the stereoisomers of 3-bromo-4-methylhexane. a. How many stereoisomers can you draw? Classify the stereoisomers as enantiomers and diastereomers. b. Consider E2 elimination across C3-C4 bond for all stereoisomers. How many alkene products can you draw and how are they related to each other?

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Problem 8.21: Draw all the stereoisomers of 3-bromo-4-methylhexane.
a. How many stereoisomers can you draw? Classify the stereoisomers as enantiomers
and diastereomers.
b. Consider E2 elimination across C3-C4 bond for all stereoisomers. How many alkene
products can you draw and how are they related to each other?
Problem 8.22: Rank the following alkyl halides in decreasing order of reactivity towards
E2 reaction (most reactive -3 and least reactive -1).
a.
b.
Br
Br
CH3
CH(CH3)2
Br
CH3CH2OH
Br
CH3
CH(CH3)2
CH(CH3)2
Problem 8.23: The following reaction is an E1 reaction. Draw and energy diagram to
represent the reactants, products and intermediate.
Xor
CH3
+
Br
Br
Transcribed Image Text:Problem 8.21: Draw all the stereoisomers of 3-bromo-4-methylhexane. a. How many stereoisomers can you draw? Classify the stereoisomers as enantiomers and diastereomers. b. Consider E2 elimination across C3-C4 bond for all stereoisomers. How many alkene products can you draw and how are they related to each other? Problem 8.22: Rank the following alkyl halides in decreasing order of reactivity towards E2 reaction (most reactive -3 and least reactive -1). a. b. Br Br CH3 CH(CH3)2 Br CH3CH2OH Br CH3 CH(CH3)2 CH(CH3)2 Problem 8.23: The following reaction is an E1 reaction. Draw and energy diagram to represent the reactants, products and intermediate. Xor CH3 + Br Br
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