1) what is the struture of B, mechanism for its formation and assigment of the IR and 13C spectra2) what is the struture of C, mechanism for its formation and assigment of the 1H NMR spectra3) what is the mechanism of C to D in step 4 1. NaOH(aq. conc.)BC6H100Compound B:Vmax2950s, 1690s,1620m cm-12.MgBrCul (catalytic)13C NMR8 20.6, 27.6, 31.6,124.3, 154.8, 198.4CC10H180Compound C:¹H NMR8 1.10 (6H, s)3. Os04then H₂O4. Ht,removal ofH₂O1.57 (3H, d, J 1.8 Hz)1.68 (3H, d, J 1.8 Hz)2.09 (3H, s)2.41 (2H, s)5.25 (1H, septet, J 1.8 Hz)D

1) what is the struture of B, mechanism for its formation and assigment of the IR and 13C spectra 2) what is the struture of C, mechanism for its formation and assigment of the 1H NMR spectra 3) what is the mechanism of C to D in step 4

1) what is the struture of B, mechanism for its formation and assigment of the IR and 13C spectra 2) what is the struture of C, mechanism for its formation and assigment of the 1H NMR spectra 3) what is the mechanism of C to D in step 4

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 12VC

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

1) what is the struture of B, mechanism for its formation and assigment of the IR and 13C spectra

2) what is the struture of C, mechanism for its formation and assigment of the 1H NMR spectra

3) what is the mechanism of C to D in step 4

1. NaOH
(aq. conc.)
B
C6H100
Compound B:
Vmax
2950s, 1690s,
1620m cm-1
2.
MgBr
Cul (catalytic)
13C NMR
8 20.6, 27.6, 31.6,
124.3, 154.8, 198.4
C
C10H180
Compound C:
¹H NMR
8 1.10 (6H, s)
3. Os04
then H₂O
4. Ht,
removal of
H₂O
1.57 (3H, d, J 1.8 Hz)
1.68 (3H, d, J 1.8 Hz)
2.09 (3H, s)
2.41 (2H, s)
5.25 (1H, septet, J 1.8 Hz)
D

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