Name ____________________________
Chem 21B
Amines and amides practice problems
1) Write out the reactions that will occur when the following molecules are combined. Name all organic molecules
and draw their structures.
a) butylamine and acetic acid
b) butyric anhydride and ammonia
c) butylamine and potassium hydroxide
d) diethylamine and HCl
e) propionyl chloride and dimethylamine
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2) Complete each of the following reactions. Name all organic molecules (including reactants) and draw their
structures.
a)
propionyl chloride
b)
acetic anhydride
c)
(CH3 )2NH + HCl
3) Provide an acceptable name for each of the following:
a)
b)
c)
d)
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4) Draw the structures for the following compounds:
a) 2-pentanamine
b) N-ethyl-N-methyl-1-hexanamine
b) 2,3-dimethyl-2-butanamine
c) N-propyl-4-methyl-3-octanamine
d) tetramethylammonium chloride
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5) The butylammonium ion has a Ka of 2.29 x 10-11.
a) What is the pKa for the butylammonium ion?
b) What is the ratio of butylamine [B] to butylammonium ion [BH+ ] in a solution where pH = pKa?
c) What is the ratio of butylamine [B] to butylammonium ion [BH+] in a solution with a pH of 7.00?
d) What is the pH of a solution where the concentration of butylamine [B] is 1000 times less than the
concentration of butylammonium ion [BH+ ]?
6) Which of the following form hydrogen bonds in the liquid phase (may be more than one)?
A) esters
B) primary amines
C) tertiary amines
D) carboxylic acids
E) secondary alcohols
Draw the structure of those that form hydrogen bonds and label every hydrogen bond donor
and acceptor site.
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6)
7) Write out the reactions that will occur when the following molecules are combined. Name all organic
molecules and draw their structures.
a) N,N-dimethylacetamide + NaOH
b) ethyldimethylamine + acetylchloride
c) N-isobutylhexanamide + HCl + H2O
d) N,N-diethyl-3-methylbenzamide + NaOH
e) 2-methylbenzamide + NaOH
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