What product would form in Part 1 if acetate ion (CH3CO2) served as the nucleophile? Provide a drawing that clearly illustrates the configuration at each stereogenic center.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.2: Cis–trans Isomerism In Cycloalkanes
Problem 5P: Draw the structures of the following molecules: (a) trans-l-Bromo-3-methylcyclohexane (b) cis-1,...
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Answer just question 1 :). Replace acetic acid with ch3co2- 

trans-Stilbene
Part 1
▶NH Br₂
acetic acid
Br
98
Br
Which stereoisomer(s)?
Part 2
KOH, heat
triethylene glycol
0-0
Diphenylacetylene
Transcribed Image Text:trans-Stilbene Part 1 ▶NH Br₂ acetic acid Br 98 Br Which stereoisomer(s)? Part 2 KOH, heat triethylene glycol 0-0 Diphenylacetylene
1. What product would form in Part 1 if acetate ion (CH3CO2) served as the nucleophile? Provide a
drawing that clearly illustrates the configuration at each stereogenic center.
2. Would you expect the double dehydrobromination reaction to occur more readily (or at lower
temperature) with racemic chiral dibromide 1 or meso achiral dibromide 2? Draw the structures of the
alkenyl bromides expected as intermediates in each case.
Br
H
as
Br
H
1 (racemic)
HE
Br
Br
I
1₁.H
2 (meso, achiral)
Transcribed Image Text:1. What product would form in Part 1 if acetate ion (CH3CO2) served as the nucleophile? Provide a drawing that clearly illustrates the configuration at each stereogenic center. 2. Would you expect the double dehydrobromination reaction to occur more readily (or at lower temperature) with racemic chiral dibromide 1 or meso achiral dibromide 2? Draw the structures of the alkenyl bromides expected as intermediates in each case. Br H as Br H 1 (racemic) HE Br Br I 1₁.H 2 (meso, achiral)
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