Compound B is a liquid that is insoluble in water but soluble in 5% HCI. The 13c NMR spectrum of B consists of signals in the 8 100-160 region (DEPT indicates CH, CH, CH, CH and C and C) and another signal at 855 (DEPT indicates CH3). The IR spectrum of B has bands at 3410, 1600 and 1500 cm-1 but none at 1620-1680 cm-1.

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 14.30P: Following are mass spectra for the constitutional isomers 2-pentanol and 2-methyl- 2-butanol. Assign...
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Give the structural formula of the compound. Explain exactly how you arrived at each answer
Compound B is a liquid that is insoluble in water but soluble in 5% HCI. The 13c
NMR spectrum of B consists of signals in the 8 100-160 region (DEPT indicates CH,
CH, CH, CH and C and C) and another signal at 855 (DEPT indicates CH3). The IR
spectrum of B has bands at 3410, 1600 and 1500 cm-1 but none at 1620-1680 cm-1.
Transcribed Image Text:Compound B is a liquid that is insoluble in water but soluble in 5% HCI. The 13c NMR spectrum of B consists of signals in the 8 100-160 region (DEPT indicates CH, CH, CH, CH and C and C) and another signal at 855 (DEPT indicates CH3). The IR spectrum of B has bands at 3410, 1600 and 1500 cm-1 but none at 1620-1680 cm-1.
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