Chapter 12: Q 50 E (page 385)
Question: The infrared spectrum of the compound with the mass spectrum shown below has strong absorbances at 1584, 1478, and . Propose astructure consistent with the data.

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Chapter 12: Q 50 E (page 385)
Question: The infrared spectrum of the compound with the mass spectrum shown below has strong absorbances at 1584, 1478, and . Propose astructure consistent with the data.


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Predict the product(s) and provide the mechanism for each reaction below. What does each mechanism have in common?

b.

c.

d.

Question: Nitriles,, undergo a hydrolysis reaction when heated withaqueous acid. What is the structure of the compound produced by hydrolysis of propanenitrile, , if it has IR absorptions from and at , and has ?
Question: At what approximate positions might the following compounds showIR absorptions?
(e)

Question: The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak at about . There is also aC-H out-of-plane bending peak near . Propose a structure consistent with the data.

Question: How might you use IR spectroscopy to distinguish between the following pairs of isomers?
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