The following three-step reaction was carried out on an unknown reactant to produce a product with the molecular formula C6H13BrO. The proton NMR of the product is also shown below. Using this NMR and your knowledge of these reaction conditions, draw the product of the reaction and the unknown organic reactan

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
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The following three-step reaction was carried out on an unknown reactant to produce a product with the molecular formula C6H13BrO. The proton NMR of the product is also shown below. Using this NMR and your knowledge of these reaction conditions, draw the product of the reaction and the unknown organic reactant.

The proton NMR of the product is given. Note that there are no peaks above 4.0 ppm. The numbers next to the peaks represent the peak integration.
3
2
2
2
1
1.0
3.0
2.0
4.0
8 ppm
Transcribed Image Text:The proton NMR of the product is given. Note that there are no peaks above 4.0 ppm. The numbers next to the peaks represent the peak integration. 3 2 2 2 1 1.0 3.0 2.0 4.0 8 ppm
Li (s)
NH3 (1).
?
Product obtained
H2
Pd/C
NBS
C6H13BrO
(NMR given below)
-78°C
hv
Transcribed Image Text:Li (s) NH3 (1). ? Product obtained H2 Pd/C NBS C6H13BrO (NMR given below) -78°C hv
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