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Problem 1

All of the following are true with respect to carbonyls EXCEPT: (A) \(\quad\) the carbonyl carbon is electrophilic. (B) \(\quad\) the carbonyl oxygen is electron-withdrawing. (C) a resonance structure of the functional group places a positive charge on the carbonyl carbon. (D) the \(\pi\) electrons are mobile and are pulled toward the carbonyl carbon.

Problem 2

Order the following compounds by increasing boiling point: butane, butanol, butanone (A) Butanol \(<\) butane \(<\) butanone (B) Butane \(<\) butanone \(<\) butanol (C) Butanone \(<\) butane \(<\) butanol (D) Butane \(<\) butanol \(<\) butanone

Problem 9

In a hemiacetal, the central carbon is bonded to: (A) \(-\mathrm{OH},-\mathrm{OR},-\mathrm{H}\) and \(-\mathrm{R}\) (B) \(-H,-O R,-O R,\) and \(-R\) (C) \(-\mathrm{OH},-\mathrm{OR},-\mathrm{R},\) and \(-\mathrm{R}\) (D)\(-\mathrm{OR},-\mathrm{OR},-\mathrm{R},\) and \(-\mathrm{R}\)

Problem 11

Which of the following describe(s) pyridinium chlorochromate \((P C C) ?\) An oxidant that can form aldehydes from primary alcohols An oxidant that can completely oxidize primary alcohols I. \(\quad\) An oxidant that can completely oxidize secondary alcohols (A) I only (B) I and II only (C) II and III only (D)?, II, and III

Problem 12

To form a geminal diol, which of the following could attack a carbonyl carbon? (A) \(\quad\) Hydrogen peroxide (B) Water (C) Potassium dichromate (D) Ethanol

Problem 13

In a reaction between ammonia and glutaraldehyde, what is the major product? \((A)\) An imine (B) \(\quad\) A cyanohydrin \((C)\) A semicarbazone (D) \(\quad\) A hydrazone

Problem 14

Which of the following can be used to reduce a ketone to a secondary alcohol? \((\mathrm{A}) \quad \mathrm{CrO}_{3}\) (B) \(\mathrm{KMnO}_{4}\) (C) \(\quad \mathrm{LiAlH}_{4}\) (D) \(\quad \mathrm{Ag}_{2}\)

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