Chem 30
Organic Chemistry Review Questions
1.
1.
a)
b)
c)
d)
e)
2.
Elimination
Combustion
Esterification
Addition
Substitution
2.
Br Br
a) CH3─C─C─CH3
H H
2,3-dibromobutane (addition)
b) Br─CH2CH2CH2CH2CH3 + H2O
(sub)
1-bromopentane + water
O
c) CH3CH2CO─CH3 + H2O (Esterification)
methyl propanoate + water
d) CH2=CHCH3 + H2O (elim)
pent-1-ene + water
3.
3. a)
O (Esterification)
CH3CH2─C─O─CH2CH2CH3 + H2O
propyl propanoate + water
b) (i)CH3CH2C=CH + Cl2 (addition)
Cl Cl
1,2-dichlorobut-1-ene + chlorine gas
Cl Cl
(ii) CH3CH2C-CH
Cl Cl
1,1,2,2-tetrachlorobutane
c) (elim)
+ H2O
cyclopentene + water
d)
4.
(hydrolysis – DON’T need to know)
hexanoic acid + ethanol
Draw and name the reactant(s) in each equation:
4.
O
a) CH3CH2COH + HOCH2CH2CH2CH3
propanoic acid + butan-1-ol
b)
cyclobutanol
OH
5.
Draw the product(s) of each polymerization reaction that is started below. (Hint:
Don’t forget to include water as a secondary product where necessary.)
O
O
a) …─C─(CH2)4─O─C─(CH2)4-O… + H2O
b) …─CH2─CH─CH2─CH─…
CH
CH
H3C CH3 H3C CH3
O
O
c) HO(CH2)7O─CCH2COH + H2O
6.
Draw the monomer(s) in each polymerization reaction:
a) CH2=CH2
O
b) HO─C─CH2─CH─OH
CH3
c) CH2=CH
CH2CH3
O
d) NH2─CH2─CH─NH2 + HO─C─CH3
CH3
O
O
e) HO─CH2─benz─CH2─OH + HO─C─CH2─C─OH