CHp. 16 Flashcards
(24 cards)
In the IUPAC names of carboxylic acids,
the e in the alkane name is replaced with oic acid
Many carboxylic acids are still named by their common names, which use prefixes:
form, acet, propion, butyr
methanoic acid
formic acid
ethanoic acid
acetic acid
can be prepared from primary alcohols or aldehydes
Carboxylic acids
can be produced from the oxidation of primary alcohols to aldehydes and then to carboxylic acids
Carboxylic acids
are naturally occurring carboxylic acids with a hydroxyl group on the carbon atom that is adjacent to the carboxyl group
Alpha hydroxy acids (AHAs)
Carboxylic acids are strongly polar because they have two polar groups
a hydroxyl group (—OH) and
a carbonyl group (C = O).
The polar carboxyl groups allow carboxylic acids to form ____ bonds with other carboxylic acid molecules.
multiple hydrogen
The higher boiling points of carboxylic acids can also be attributed to the formation of ___ between two carboxylic acids
dimers
Boiling points increase due to
increased formation of hydrogen bonds.
increased dipole–dipole attractions
increasing molar mass
Boiling points increase due to
increased formation of hydrogen bonds.
increased dipole–dipole attractions
increasing molar mass
Carboxylic acids with ____ carbon atoms are soluble in water
1-5
solubility decreases with number of carbons
Carboxylic acids dissociate in water to produce ____ ions
carboxylate ions and hydronium
synthesized from the reaction of a carboxylic acid and alcohol
Ester
the reaction of a carboxylic acid and alcohol in the presence of an acid catalyst and heat to produce an ester
Esterification
the replacement of the hydrogen atom in the carboxylic acid —OH group with an alkyl group from an alcohol
Esterification
The name of an ester consists of two words
- The first word indicates the alkyl part from the alcohol.
2. The second word is the carboxylate name of the carboxylic acid
Esters have boiling points ____ than those of alkanes and ethers
higher
Esters have boiling points ___ than those of alcohols and carboxylic acids of similar mass
lower
Because ester molecules do not have ____, they cannot hydrogen bond to each other
hydroxyl groups
Esters are soluble if they have two to five carbon atoms. As the number of carbons increases from five, their solubility in water ___
decreases
The partially negative oxygen of the ____ group forms hydrogen bonds with the partially positive hydrogen atoms of water molecules.
carbonyl
an ester reacts with water to produce a carboxylic acid and an alcohol
an acid catalyst and heat are required
acid hydrolysis
opposite of esterification