chem test 3 Flashcards
esterification
carboxylic acid + alcohol –> ester + water
esterification catalyst
acid and heat
acid hydrolysis of esters
ester + water –> carboxylic acid + alcohol
how are carboxylic acids produced?
primary alcohols –> aldehydes –> carboxylic acids
catalyst for acid hydrolysis of esters
acid and heat
catalyst for saponification
heat only
is base hydrolysis of esters reversible?
no
are carboxylic acids polar or non polar?
strongly polar
where are the polar groups on carboxylic acids?
OH (hydroxyl group) and carbonyl group
is Oxygen partial positive or partial negative?
negative
why do carboxylic acids have higher boiling point than aldehydes, alcohols, and ketones?
Hydrogen bonding and dimers
are carboxylic acids soluble in water?
only 1-5 carbons soluble in water
carboxylic acid solubility pattern
less soluble as the number of carbons increases
carboxylic acids are __ acids
weak
what do carboxylic acids produce when dissociated in water?
carboxylate ions (o- on end) and hydronium ionds (h3o+)
carboxylate salts have __ melting points.
high
carboxylate ions take part in which cycle?
citric acid
what medicine was produced from carboxylic acids that were turned into an ester?
aspirin
do esters hydrogen bond?
no
when are esters soluble?
when they have 2-5 carbons
carboxylic acids are neutralized by ___
strong bases to form carboxylate salts
amines come from ___
ammonia NH3
what kind of bonds do amines form?
N-H hydrogen bonds with eachother and with water
what tertiary amines form hydrogen bonds with?
only water
which hydrogen bond is stronger: amines or alcohols?
alcohols
are amines soluble in water?
1-6 carbon amines only
what happens to hydrogen bonding in amines when the number of carbons increases?
hydrogen bonding is weakened
1^ and 2^ amines act as what kind of base?
bronsted lowry
amines accept hydrogens to form what kind of ion?
ammonium and hydroxide ion
how do amine salts form?
neutralized by acid
neutralization of amines
amine base + acid –> ammonium salt
common drugs with ammonium salts (3)
- Sudafed - epinephrine - bronchodilator
- Benadryl
- Cocaine
is tylenol and amide or amine?
amide
what is an amide?
nitrogen group replaces OH group in carboxylic acid
another name for amididation
condensation
amididation
carboxylic acid + ammonia or amine –> amide + h2o
which amide is a liquid at room temperature?
methanamide
which amide group has highest point poing?
NH2 because most hydrogen bonding
are amides soluble in water?
yes 1-5C only
can tertiary amides form hydrogen bonds?
yes only with water
what amide is the end product of protein metabolism in the body?
urea
what cyclic amide makes a sedative drug?
barbituates
what does acid hydrolysis of amides produce?
carboxylic acid + ammonium salt
what does base hydrolysis of amides produce?
carboxylate salt + amine