H3C CH3 H3C CH3 H3C CH3 CH3 H CH3 CH3 H HOCI 1 NaBH4 4 OH 1 2 H3C CH3 CH3 OH 1 + OH H 1 3 (1S)-(-)-borneol (1S)-(+)-isoborneol 2. 1H NMR was used to determine the ratio of products 1 and 3. Redraw the products and circle the protons whose signals were analyzed. What kind of splitting patterns are expected for the indicated protons?

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter61: Friedel–crafts Acylation
Section: Chapter Questions
Problem 8Q
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H3C
CH3
H3C
CH3
H3C
CH3
CH3
H
CH3
CH3
H
HOCI
1
NaBH4
4
OH
1
2
H3C
CH3
CH3
OH
1
+
OH
H
1
3
(1S)-(-)-borneol
(1S)-(+)-isoborneol
2. 1H NMR was used to determine the ratio of products 1 and 3. Redraw the products and circle the
protons whose signals were analyzed. What kind of splitting patterns are expected for the indicated
protons?
Transcribed Image Text:H3C CH3 H3C CH3 H3C CH3 CH3 H CH3 CH3 H HOCI 1 NaBH4 4 OH 1 2 H3C CH3 CH3 OH 1 + OH H 1 3 (1S)-(-)-borneol (1S)-(+)-isoborneol 2. 1H NMR was used to determine the ratio of products 1 and 3. Redraw the products and circle the protons whose signals were analyzed. What kind of splitting patterns are expected for the indicated protons?
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