Draw the following molecules
1. N,N-dimethyl-2-amino-2-chloro-3-butenamide
2. Dimethylamine
3. N,N-dimethylaniline
4. N-ethyl-o-chlorobenzamide
5. 4-methyl-2-hexanamine
6. Hydrogen bonding is found in both 1o & 2o amines, but not 3o amines. Why is this so?
In order to have H-bonding, there must be a hydrogen bonded to a more electronegative
atom – there is no such thing in tertiary amines.
7. Which of the following has the highest Boiling point: propylamine, ethylmethylamine, or
trimethylamine? All of these choices have similar Molar Masses. Explain why you made
the choice you did. Propylamine is only a primary amine and still has 2 N-H bonds –
therefore it has the strongest H-bond & therefore has the highest BP.
Name the correct IUPAC name for the following structures:
1)
pentanamide
2)
N,N-dimethylmethanamide
3)
ethyldiphenylamine or N-ethyl-N-phenylaniline
4)
N-methyl-4-chloro-2-hexanamine
5)
4-amino-5-methoxyheptanamide
6) What 2 reactants would I need to make butanamide? Ammonia, butanoic acid
Draw the following molecules
8. ethyl propionate (ethyl propanoate)
9. 3-bromo-4-methylpentanoic acid
10. o-methylbenzoic acid
4. butan-2-yl 3-cyclopropyl-5-oxooctanoate
5. m-methoxybenzoyl chloride
Show the complete reaction for the formation of ethyl butanoate (pineapple smell); include the name &
structural formulas of all species.
 water
+
ethanol
+
butanoic acid
H+, heat
 water
+
+
ethyl butanoate
Write the correct IUPAC or Traditional name for the following:
7)
8)
ethyl 3,6-dimethyloctanoate
o-methoxybenzoic acid
9)
phenyl propanoate (phenyl propionate)
10)
butan-2-yl 3-chloro-4-methoxy-5-oxohexanoate
11)
2-hydroxy-4-hexenoic acid
12) What alcohol & acid would be needed to make pentyl ethanoate (banana smell)?
a. Alcohol - pentanol
b. Acid – ethanoic acid