After combustion analysis and mass spectrometry, the molecular formula of an unknown compound was determined to be C15H1402. The first two suggested structures are shown as A and B and the IR spectrum obtained, Fig. 2, can be used to distinguish between A and B. Explain, with reasoning, which of the two structures is the correct one. aio IR Spectrum (thin film) 4000 A 3000 2000 1698 v (cm¹) Fig. 2 B 1600 008 1200 00S 800 008

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter14: Mass Spectrometry
Section: Chapter Questions
Problem 14.29P
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After combustion analysis and mass spectrometry, the molecular formula of an unknown compound was determined
to be C15H1402. The first two suggested structures are shown as A and B and the IR spectrum obtained, Fig. 2, can
be used to distinguish between A and B. Explain, with reasoning, which of the two structures is the correct one.
IR Spectrum
(thin film)
4000
A
3000
2000
1698
V (cm¹)
Fig. 2
B
1600 008 1200 00S 800 008
Transcribed Image Text:After combustion analysis and mass spectrometry, the molecular formula of an unknown compound was determined to be C15H1402. The first two suggested structures are shown as A and B and the IR spectrum obtained, Fig. 2, can be used to distinguish between A and B. Explain, with reasoning, which of the two structures is the correct one. IR Spectrum (thin film) 4000 A 3000 2000 1698 V (cm¹) Fig. 2 B 1600 008 1200 00S 800 008
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