6 OCH3 1) Excess CH3MgBr 2) pH adjust to 7.0 3) PBr3 4) ? 3 PPM 2 A (C5H10)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 38MP
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help with my organic chemistry homework please. these 2 questions go together you have to answer the one with the NMR spectrum first to answer the second one

The product from a) with the molecular formula C9H10 can be
polymerized under radical conditions. Write the mechanism for the
polymerization reaction and show the polymer product structure clearly
showing the repeat unit of the structure.
Transcribed Image Text:The product from a) with the molecular formula C9H10 can be polymerized under radical conditions. Write the mechanism for the polymerization reaction and show the polymer product structure clearly showing the repeat unit of the structure.
6
The ester shown below was subjected to the indicated
sequence of chemical reactions to yield compound A (C5H10) with its ¹H-
NMR spectrum shown below
- Identify the missing step #4 and give the structure of A.
- Clearly show how your structure is consistent with the spectral data
Show a reasonable mechanism that accounts for the formation of A in
each of the four steps.
O
CT
OCH 3
4
1) Excess CH3MgBr
2) pH adjust to 7.0
3) PBr3
4) ?
3
PPM
2
A (C5H10)
0
Transcribed Image Text:6 The ester shown below was subjected to the indicated sequence of chemical reactions to yield compound A (C5H10) with its ¹H- NMR spectrum shown below - Identify the missing step #4 and give the structure of A. - Clearly show how your structure is consistent with the spectral data Show a reasonable mechanism that accounts for the formation of A in each of the four steps. O CT OCH 3 4 1) Excess CH3MgBr 2) pH adjust to 7.0 3) PBr3 4) ? 3 PPM 2 A (C5H10) 0
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