Chapter 14: Q73P (page 527)
Chapter 14: Q73P (page 527)
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Get started for freeHow many NMR signals does each compound give?
a.
b.
c.
d.
Question. Treatment of butan-2-one (CH3COCH2CH3) with a strong base followed by CH3l forms a compound Q, which gives a molecular ion in its mass spectrum at 86. The IR (> 1500 only) and 1H-NMR spectrum of Q is given below. What is the structure of Q?
What protons in alcohol A give rise to each signal in its 1HNMR spectrum? Explain all splitting patterns observed for absorptions between 0โ7 ppm.
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b.
c.
d.
e.
f.
g.
h.
i.
j.
Question: Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, which has molecular formula C10H12O2. W shows prominent IR absorptions at 3088โ2897, 1740, and 1606cm-1 . W exhibits the following signals in its 1 H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20โ7.35 (multiplet) ppm. What is the structure of W? We will learn about this reaction in Chapter 22.
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