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 14.24P

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