Chapter 12: Q30E (page 354)
Predict the products of the following reactions:

Short Answer
The product will be

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Chapter 12: Q30E (page 354)
Predict the products of the following reactions:

The product will be

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4-Methyl-2-pentanone and 3-methylpentanal are isomers. Explain how
you could tell them apart, both by mass spectrometry and by infrared
spectroscopy.

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: Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming
fluid. If camphor has M+=152.1201 by high-resolution mass spectrometry,
what is its molecular formula? How many rings does camphor
have?
Question: Where might the following compound have IR absorptions?

Ketones undergo a reduction when treated with sodium borohydride, NaBH4
. What is the structure of the compound produced by reaction
of 2-butanone with NaBH4 if it has an IR absorption at 3400 cm-1 and M+ = 74in the mass spectrum?

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