MCAT Organic Chemistry Review 2018-2019

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Aldehydes and Ketones


Carboxylic Acids and Derivatives


Alcohols    contain a   hydroxyl    (–OH)   group,  which   substitutes for one or  more    of  the hydrogens   in
the hydrocarbon chain.

Alcohols    are named   by  substituting    the suffix  –ol or  by  using   the prefix  hydroxy–    if  a   higher-
priority group is present.
Alcohols have higher priority than double or triple bonds and alkanes.
Common names of alcohols include the name of the carbon chain followed by the word
alcohol. For example, ethyl alcohol is the same compound as ethanol.
Diols contain two hydroxyl groups. They are termed geminal if on the same carbon or vicinal
if on adjacent carbons.

Aldehydes   and ketones contain a   carbonyl    group—a carbon  double-bonded   to  an  oxygen.
Aldehydes have the carbonyl group on a terminal carbon that is also attached to a hydrogen
atom.

Aldehydes   are named   with    the suffix  –al,    or  by  using   the prefix  oxo–    if  a   higher-priority group   is
present.
Common names of aldehydes include formaldehyde for methanal, acetaldehyde for ethanal,
and propionaldehyde for propanal.

Ketones have    the carbonyl    group   on  a   nonterminal carbon.

Ketones are named   with    the suffix  –one    and share   the prefix  oxo–    if  a   higher-priority group   is
present. Ketones can also be indicated by the prefix keto–.
The common names of ketones are constructed by naming the alkyl groups on either side
alphabetically and adding ketone. For example, 2-butanone is called ethylmethylketone.
Acetone is significant as the smallest ketone. Its IUPAC name is propanone.

Carbonyl-containing compounds   (aldehydes, ketones,    carboxylic  acids,  and derivatives)    also
create a lettering scheme for carbons. The carbon adjacent to the carbonyl carbon is the α-
carbon.
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