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A student performed a series of reactions and obtained the spectral data provided. The reaction sequence is shown below. What are the structures for A, B, C, and D? Compound B NMR (relative integrated areas below peaks) CH,CH,O'Na N-bromosuccinimide A I. BIH/THF 2. HO/OH D CH;CH,OH hv reflux Compound A NMR (relative integrated areas below peaks) 3 PPM 5 6. Compound B IR INFRARED SPECTRUM 3 PPM 5 1 0.8 Compound A IR INFRARED SPECTRUM 0.6- 0.8 0.4 0.4 0.2 3000 2000 1000 Wavenumber (cm-1) The MS of compound B shows an M+ peak at 198 and an M+2 peak at 200 with a relative abundance of 1:0.97 3000 2000 Wavenumber (cm-1) 1000 Transmitance Relative Transmittance

A student performed a series of reactions and obtained the spectral data provided. The reaction sequence is shown below. What are the structures for A, B, C, and D? Compound B NMR (relative integrated areas below peaks) CH,CH,O'Na N-bromosuccinimide A I. BIH/THF 2. HO/OH D CH;CH,OH hv reflux Compound A NMR (relative integrated areas below peaks) 3 PPM 5 6. Compound B IR INFRARED SPECTRUM 3 PPM 5 1 0.8 Compound A IR INFRARED SPECTRUM 0.6- 0.8 0.4 0.4 0.2 3000 2000 1000 Wavenumber (cm-1) The MS of compound B shows an M+ peak at 198 and an M+2 peak at 200 with a relative abundance of 1:0.97 3000 2000 Wavenumber (cm-1) 1000 Transmitance Relative Transmittance

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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A student performed a series of reactions and obtained the spectral data provided. The reaction sequence is shown below.. What are the structures for A, B, C, and D? Compound B NMR (relative integrated areas below peaks) CH;CH,O°N 1. BHTHF N-bromosuccnimide A CH;CH,OH B 2. H,O,/OH- D hv reflux Compound A NMR (relative integrated areas below peaks) PPM 5 Compound B IR INFRARED SPECTRUM PPM 5 1 6 0.8 Compound A IR INFRARED SPECTRUM 0.6 0.8 0.4 0.4 0.2- 3000 2000 Wavenumber (cm-1) 1000 The MS of compound B shows an M+ peak at 198 and an M+2 peak at 200 with a relative abundance of 1:0.97 2000 Wavenumber (cm-1) 3000 1000 Transmitance Relative Transmittance
Transcribed Image Text:A student performed a series of reactions and obtained the spectral data provided. The reaction sequence is shown below.. What are the structures for A, B, C, and D? Compound B NMR (relative integrated areas below peaks) CH;CH,O°N 1. BHTHF N-bromosuccnimide A CH;CH,OH B 2. H,O,/OH- D hv reflux Compound A NMR (relative integrated areas below peaks) PPM 5 Compound B IR INFRARED SPECTRUM PPM 5 1 6 0.8 Compound A IR INFRARED SPECTRUM 0.6 0.8 0.4 0.4 0.2- 3000 2000 Wavenumber (cm-1) 1000 The MS of compound B shows an M+ peak at 198 and an M+2 peak at 200 with a relative abundance of 1:0.97 2000 Wavenumber (cm-1) 3000 1000 Transmitance Relative Transmittance
Compound C NMR (relative integrated areas below peaks) Compound D NMR (relative integrated areas below peaks) PPM PPM 3 2 1 1 3 4 1 1 1 1 1 3 Compound C IR Peak at 4.6 disappears when Dr0 is added to sample. INFRARED SPECTRUM Compound D IR (Gas Phase) INFRARED SPECTRUM 0.8 0.99 0.6 0.98 0.4 0.97 0.2 3000 2000 1000 0.96 Wavenumber (cm-1) 3000 2000 1000 Wavenumber (cm-1) Peak at 3700 cm' is much stronger & broader in liquid phase. Relative Transmittance Relative Transmittance
Transcribed Image Text:Compound C NMR (relative integrated areas below peaks) Compound D NMR (relative integrated areas below peaks) PPM PPM 3 2 1 1 3 4 1 1 1 1 1 3 Compound C IR Peak at 4.6 disappears when Dr0 is added to sample. INFRARED SPECTRUM Compound D IR (Gas Phase) INFRARED SPECTRUM 0.8 0.99 0.6 0.98 0.4 0.97 0.2 3000 2000 1000 0.96 Wavenumber (cm-1) 3000 2000 1000 Wavenumber (cm-1) Peak at 3700 cm' is much stronger & broader in liquid phase. Relative Transmittance Relative Transmittance
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