2-Acetnaphthone NaBH4 CH₂OH Product A OH or Product B ?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 57CTQ
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looking at this reaction (first image), 

The second image shows the 13C NMR spectrum of the 2-acetnaphthone which is the starting material and an 13C NMR spectrum obtained for the reaction product:

Based a comparison of the two 13C NMR spectra, is product A or product B the major product of the reaction? - Explain your reasoning.

 

2-Acetnaphthone
NaBH4
CH3OH
Product A
OH
or
Product B
?
Transcribed Image Text:2-Acetnaphthone NaBH4 CH3OH Product A OH or Product B ?
200
13C NMR spectrum of the product:
200
150
150
100
100
50
50
[ppm]
0 [ppm]
F
25 [rel
20
15
10
G
0
14 [rel]
12
ОТ
8
9
4
2
0
Transcribed Image Text:200 13C NMR spectrum of the product: 200 150 150 100 100 50 50 [ppm] 0 [ppm] F 25 [rel 20 15 10 G 0 14 [rel] 12 ОТ 8 9 4 2 0
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