For each molecule propose a structure, identify important IR stretches and match each peak in the proton spectrum to protons in your structure. The carbon NMRs are only shown to indicate the number of unique carbons in the structure. 1. The unknown formula is C8­H14O3.

Fundamentals Of Analytical Chemistry
9th Edition
ISBN:9781285640686
Author:Skoog
Publisher:Skoog
Chapter24: Introduction To Spectrochemical Methods
Section: Chapter Questions
Problem 24.17QAP
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For each molecule propose a structure, identify important IR stretches and match each peak in the proton spectrum to protons in your structure. The carbon NMRs are only shown to indicate the number of unique carbons in the structure.

1. The unknown formula is C8­H14O3.

1755
1820
4000
3500
3000
2500
2000
1500
1000
Wavenumber (cm¯1)
Proton NMR
Expansion
triplet-
triplet
2.00
1.50
TMS
10
8.
7
3 2
Chemical Shift (ppm)
% Transmittance
Transcribed Image Text:1755 1820 4000 3500 3000 2500 2000 1500 1000 Wavenumber (cm¯1) Proton NMR Expansion triplet- triplet 2.00 1.50 TMS 10 8. 7 3 2 Chemical Shift (ppm) % Transmittance
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