A compound of molecular formula C9H1203 has two strong infrared absorptions between 1100 and 1250 cm-1 and at 1600 cm-1, the ¹H-NMR spectrum has sharp singlet peaks at 5 3.6 and 6.6 ppm (intensity ratio 3:1), and the 13C-NMR spectrum shows three signals at 8 165, 115 and 55 ppm. Which of the following compounds best fits this data? Ca. 1-Phenyl-1,2,3-propanetriol Ob. 1,2,3-Trimethoxybenzene Oc. 2,4,6-Trimethyl-1,3,5-benzenetriol Od. 1,3,5-Trimethoxybenzene

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
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.20P
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A compound of molecular formula C₂H1203 has two strong infrared absorptions between 1100 and 1250 cm-¹
and at 1600 cm-1, the ¹H-NMR spectrum has sharp singlet peaks at 8 3.6 and 6.6 ppm (intensity ratio 3:1), and
the 13C-NMR spectrum shows three signals at 8 165, 115 and 55 ppm.
Which of the following compounds best fits this data?
a. 1-Phenyl-1,2,3-propanetriol
Ob. 1,2,3-Trimethoxybenzene
Oc. 2,4,6-Trimethyl-1,3,5-benzenetriol
Od. 1,3,5-Trimethoxybenzene
Transcribed Image Text:A compound of molecular formula C₂H1203 has two strong infrared absorptions between 1100 and 1250 cm-¹ and at 1600 cm-1, the ¹H-NMR spectrum has sharp singlet peaks at 8 3.6 and 6.6 ppm (intensity ratio 3:1), and the 13C-NMR spectrum shows three signals at 8 165, 115 and 55 ppm. Which of the following compounds best fits this data? a. 1-Phenyl-1,2,3-propanetriol Ob. 1,2,3-Trimethoxybenzene Oc. 2,4,6-Trimethyl-1,3,5-benzenetriol Od. 1,3,5-Trimethoxybenzene
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