MCAT Organic Chemistry Review 2018-2019

(singke) #1
In  a   hydration   reaction,   water   adds    to  a   carbonyl,   forming a   geminal diol—a  compound    with    two
hydroxyl groups on the same carbon. Hydrogen peroxide and potassium dichromate are
oxidizing agents that can convert an aldehyde to a carboxylic acid. Ethanol will react with a
carbonyl compound to form an acetal or a ketal, if excess ethanol is available.

13 . A
Ammonia, or NH 3 , will react with an aldehyde like glutaraldehyde to form an imine. This is a
condensation and a substitution reaction, as the C=O of the carbonyl will be replaced with a C=N
bond.


14 . C
Hydrides like LiAlH 4 and NaBH 4 are reducing agents; as such, they will reduce aldehydes and
ketones to alcohols. The other reagents listed are oxidizing agents, which will not act on a
ketone.


15 . D
During tautomerization, the double bond between the carbon and nitrogen in an imine is moved
to lie between two carbons. This results in an enamine—a compound with a double bond and an
amine.

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