In the following sequence, compound A is reacted with isopropyl alcohol which contains an isotopically labeled O atom (shown with the star). Draw the structures for compounds A, B and, C. Compound B will contain the isotopically labeled oxygen, so make sure to include the star beside the O isotope in that structure. Compound C may contain the labeled oxygen (or it may not), if you determine it does, you must make sure to label it. OH Scheme 1: Br SOCI₂ Scheme 2: pyridine A B Complete the following reaction schemes Mg A + LDA H reactive intermediate reactive intermediate B + Br NaOH → С A N H₂O H30 + C carboxylate anion

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
Section5.SE: Something Extra
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In the following sequence, compound A is reacted with isopropyl alcohol which contains an
isotopically labeled O atom (shown with the star). Draw the structures for compounds A, B and, C.
Compound B will contain the isotopically labeled oxygen, so make sure to include the star beside
the 0 isotope in that structure. Compound C may contain the labeled oxygen (or it may not), if
you determine it does, you must make sure to label it.
OH
Scheme 1:
Br
SOCI₂
Scheme 2:
pyridine
A
B
Complete the following reaction schemes
Mg
A +
LDA
H
reactive
intermediate
reactive
intermediate
B
+ Br
NaOH
→ С
A
N
H₂O
H30
+
C
carboxylate
anion
Transcribed Image Text:In the following sequence, compound A is reacted with isopropyl alcohol which contains an isotopically labeled O atom (shown with the star). Draw the structures for compounds A, B and, C. Compound B will contain the isotopically labeled oxygen, so make sure to include the star beside the 0 isotope in that structure. Compound C may contain the labeled oxygen (or it may not), if you determine it does, you must make sure to label it. OH Scheme 1: Br SOCI₂ Scheme 2: pyridine A B Complete the following reaction schemes Mg A + LDA H reactive intermediate reactive intermediate B + Br NaOH → С A N H₂O H30 + C carboxylate anion
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