1 (c) 2-Methyl-3-pentanol reacts with PCC to form compound F.(i) Draw the structure of F.(ii) In the mass spectrum, identify the m/z value of the molecular ion peak for compound F.(ii) Fragmentation of radical cation F exhibits two fragment ion peaks at m/z 57 and m/z 71. Proposethe structures of these two fragments.(iv) Draw the resonance structure for each of the cation in (iii).

Since you are posted with multiple sub-parts. As per the rule, I am answering first question only.…

2-Methyl-3-pentanol reacts with PCC to form compound F. () Draw the structure of F. (ii) In the mass spectrum, identify the m/z value of the molecular ion peak for compound F. (iii) Fragmentation of radical cation F exhibits two fragment ion peaks at m/z 57 and m/z 71. Propose the structures of these two fragments.

2-Methyl-3-pentanol reacts with PCC to form compound F. () Draw the structure of F. (ii) In the mass spectrum, identify the m/z value of the molecular ion peak for compound F. (iii) Fragmentation of radical cation F exhibits two fragment ion peaks at m/z 57 and m/z 71. Propose the structures of these two fragments.

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 14.26P: Following is the mass spectrum of bromocyclopentane. The molecular ion m/z 148 is of such low...

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Concept explainers

Mass Spectrometry

This process is an instrumental method in which a sample is changed to fast moving positive ions by electron bombardment. The charged particles vary due to their different mass to charge ratio and are estimated with the help of this difference. It is also called mass spectroscopy.

Question

1 (c) 2-Methyl-3-pentanol reacts with PCC to form compound F.
(i) Draw the structure of F.
(ii) In the mass spectrum, identify the m/z value of the molecular ion peak for compound F.
(ii) Fragmentation of radical cation F exhibits two fragment ion peaks at m/z 57 and m/z 71. Propose
the structures of these two fragments.
(iv) Draw the resonance structure for each of the cation in (iii).

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