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A Compound Has the Formula C7H14O2

Question 66

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A compound has the formula C7H14O2.The 13C and 1H NMR spectral data for this compound are:
13C NMR
Broadband decoupled 13C NMR: 22.2,27.7,32.2,33.8,51.4,174.4 δ
DEPT-90: 27.7 δ
DEPT-135: positive peaks at 22.2,27.7,51.4 δ; negative peaks at 32.2,33.8 δ
1H NMR
0.90 δ,doublet (6H)
1.55 δ,multiplet (3H)
2.30 δ,triplet (2H)
3.67 δ,singlet (3H)
Suggest a structure consistent with this data.

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