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Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL3: Carbon (13c) Nmr Spectroscopy

Section: Chapter Questions

Problem 8E

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H
H
Predict the splitting pattern predicted for the circled proton in the structure below.
Consider complex coupling and long-range coupling.
CH
A
d
B
dd
C
dt
HO
D
ddt
E
dq

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Draw a tree diagram for H* of CH,FCFH*CHB1,. Note the relative intensities of the peaks at the end of your [Spin of Fluorine = ½; the bromines do NOT couple with H*] tree. The coupling constants are as follows. Jr-= 100 Hz (J. , means the coupling constant between H* and the F bonded to the same carbon). (Jup means the coupling constant between H* and the F bonded to CH,). (Ju-n means the coupling constant between H* and both the H's of CH,F and the H of CHB1; ). 40 Hz I-n = 10 Hz 5 Use the rule of 13 to determine a reasonable* molecular formula of a molecule that contains two oxygens and two nitrogens, and has a molecular ion at m/z (mass-to-charge ratio) 174. [Atomic masses: C = 12; H = 1; N = 14; O=16] *Your formula should have an IHD of less than 6
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