5) Interpret the partial spectrum ("H, 500 MHz) of the triene shown below and assign stereochemistry to the two double bonds. Me. HE "Ha Megsi Hc. Me Me Ho a) On the partial spectrum (500 MHz) below, clearly mark the assignments of the protons HA to Hg. 6.60 6.55 6.50 6.05 6.00 5.95 5.90 5.85 5.80 5.75 5.70 5.65 5.60 ppm b) Report the muitiplets below in the standard format (8, multiplicity, and Jvalues). Ha Ha Н Ho H. c) What is the stereochemistry at the H, - He double bond? Briefly explain. 60 6.540 6. 538 E9S 9 095 9 6.013 200'9- G00'S 986'S 620'9- C06'S -5.695 -5.688 5.686 269'S - 5.684 -5.681 5.679 E99'S - 199'S-

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
Problem 3E: Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm;...
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5) Interpret the partial spectrum ("H, 500 MHz) of the triene shown below and assign stereochemistry to the two double
bonds.
Me.
HE
"Hp
MezSi
Hc
H Me Me
a) On the partial spectrum (500 MHz) below, clearly mark the assignments of the protons Ha to Hạ.
6.60
6.55
6.50
6.05
6.00
5.95
5.90
5.85
5.80
5.75
5.70
5.65
5.60
ppm
b) Report the multiplets below in the standard format (8, multiplicity, and Jvalues).
HA
Ha
Ho
H.
c) What is the stereochemistry at the H, - He double bond? Briefly explain.
d] What is the stereochemistry at the Ho - He double bond? Briefly explain
6. 563
095 9
- 6.540
6. 538
620'9
6.013
200'9
GG6'S
5.977
-5.949
660 C -
269'S-
S69'S-
889'S -
989'S
5.684
5.681
5.679
E99'S
5.661
GCD'S
Transcribed Image Text:5) Interpret the partial spectrum ("H, 500 MHz) of the triene shown below and assign stereochemistry to the two double bonds. Me. HE "Hp MezSi Hc H Me Me a) On the partial spectrum (500 MHz) below, clearly mark the assignments of the protons Ha to Hạ. 6.60 6.55 6.50 6.05 6.00 5.95 5.90 5.85 5.80 5.75 5.70 5.65 5.60 ppm b) Report the multiplets below in the standard format (8, multiplicity, and Jvalues). HA Ha Ho H. c) What is the stereochemistry at the H, - He double bond? Briefly explain. d] What is the stereochemistry at the Ho - He double bond? Briefly explain 6. 563 095 9 - 6.540 6. 538 620'9 6.013 200'9 GG6'S 5.977 -5.949 660 C - 269'S- S69'S- 889'S - 989'S 5.684 5.681 5.679 E99'S 5.661 GCD'S
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