5 (d) In the following reaction sequence (it is not necessary to explain the chemistry), what significant spectrum (i.e. before and after the reaction)? changes would you expect to see in the Infra-red spectrum and the C NMR OH 1) CH MgBr CH3 2) H,O+

Organic Chemistry
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Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter14: Mass Spectrometry
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Problem 14.24P
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5 (d) In the following reaction sequence (it is not necessary to explain the chemistry), what
significant
spectrum (i.e. before and after the reaction)?
changes would you expect to see in the Infra-red spectrum and the 1C NMR
OH
1) CH MgBr
CH3
2) H,0+
The following four molecules are isomers, whose containers have lost their labels.
Explain how the infra-red (IR) spectra and C NMR spectra could be used to
distinguish between any TWO of these molecules.
4(d)
13
HC=
HO.
H3C
CH3
но
HO.
II
IV
II
Transcribed Image Text:5 (d) In the following reaction sequence (it is not necessary to explain the chemistry), what significant spectrum (i.e. before and after the reaction)? changes would you expect to see in the Infra-red spectrum and the 1C NMR OH 1) CH MgBr CH3 2) H,0+ The following four molecules are isomers, whose containers have lost their labels. Explain how the infra-red (IR) spectra and C NMR spectra could be used to distinguish between any TWO of these molecules. 4(d) 13 HC= HO. H3C CH3 но HO. II IV II
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