1. Draw the structure of (4S)-1-bromo-4-methylhexane a. Draw the substitution product that would form upon reaction with NaOCH3 in DMSO solvent. (Include stereochemistry) Would this reaction be SN1 or Sn2? Draw a detailed step-wise mechanism for this substitution reaction. Be sure to include all steps, formal charges, and show the movement of electrons with curved arrows. Draw in any lone pairs of electrons that are directly involved in the reaction. b. c. buted

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter19: Eas: Electrophilic Aromatic Substitution
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1. Draw the structure of (4S)-1-bromo-4-methylhexane
a. Draw the substitution product that would form upon reaction with NaOCH3 in DMSO
solvent. (Include stereochemistry)
b. Would this reaction be SN1 or Sn2?
C.
Draw a detailed step-wise mechanism for this substitution reaction. Be sure to include
all steps, formal charges, and show the movement of electrons with curved arrows.
Draw in any lone pairs of electrons that are directly involved in the reaction.
or distributed
d. Draw the elimination product that would form upon reaction of (4S)-1-bromo-4-
methylhexane with KOC(CH3)3 in HOC(CH3)3 solvent. (Include
tereochemistry)
e. Would this reaction be E1 or E2?
f.
y not be shar
Draw a detailed step-wise mechanism for this elimination reaction. Be sure to include all
steps, formal charges, and show the movement of electrons with curved arrows. Draw
in any lone pairs of electrons that are directly involved in the reaction.
Transcribed Image Text:1. Draw the structure of (4S)-1-bromo-4-methylhexane a. Draw the substitution product that would form upon reaction with NaOCH3 in DMSO solvent. (Include stereochemistry) b. Would this reaction be SN1 or Sn2? C. Draw a detailed step-wise mechanism for this substitution reaction. Be sure to include all steps, formal charges, and show the movement of electrons with curved arrows. Draw in any lone pairs of electrons that are directly involved in the reaction. or distributed d. Draw the elimination product that would form upon reaction of (4S)-1-bromo-4- methylhexane with KOC(CH3)3 in HOC(CH3)3 solvent. (Include tereochemistry) e. Would this reaction be E1 or E2? f. y not be shar Draw a detailed step-wise mechanism for this elimination reaction. Be sure to include all steps, formal charges, and show the movement of electrons with curved arrows. Draw in any lone pairs of electrons that are directly involved in the reaction.
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