Compound C 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (em Compound D 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 S00 600 Wavenumber (cm) Tranamittance Transmittance

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
Section5.7: Meso Compounds
Problem 18P: Does the following structure represent a meso compound? If so, indicate the symmetry plane.
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Two products, A and B, are obtained from the reaction of 1-bromobutane with NH3. Compound A reacts with acetyl chloride to form C, and compound B reacts with acetyl chloride to form D. The IR spectra of C and D are shown. Identify A, B, C, and D.

Compound C
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Wavenumber (em
Compound D
4000
3800
3600
3400 3200
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S00
600
Wavenumber (cm)
Tranamittance
Transmittance
Transcribed Image Text:Compound C 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (em Compound D 4000 3800 3600 3400 3200 3000 2800 2600 2400 2200 2000 1800 1600 1400 1200 1000 S00 600 Wavenumber (cm) Tranamittance Transmittance
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