CHEM 30A Organic Reactions Worksheet answers UCLA

Name: ________________________________
Organic Reactions Worksheet
For the questions below, give full structural diagrams and names for all reactants and products.
Also indicate any catalysts/reaction conditions for the reaction. Also indicate the TYPE OF
REACTION.
1. The reaction between benzene and 2 moles of chlorine gas.
Cl

AlCl 3
+ 2 Cl Cl
+ 2 H Cl
Cl
benzene meta-dichlorobenzene

Substitution Reaction
2. The formation of 2-hexanol from an alkene.
H2SO 4 OH
+ H2O
100 C
1-hexene 2-hexanol

Addition Reaction

3. The formation of 2,2-pentanediol.
OH
H2SO4
+ 2 H2O
100 C OH
1-pentyne
2,2-pentanediol

Addition Reaction

4. The reaction between 3-hexanol and potassium dichromate. What would you visually observe
during the reaction?
K 2 Cr 2O 7
+ H2O

OH O
3-hexanol 3-hexanone
dichromate changes from orange to green

Oxidation Reaction

5. The reduction of butanal.
Pt
O + H2
101 MPa
OH
butanal 1-butanol

Reduction Reaction (Addition Reaction)
6. The formation of the most common dinitrobenzene.
H2SO4 NO 2
+ 2 HNO3 + 2 H2O

NO2
Substitution Reaction

, Name: ________________________________
7. The formation of dimethyl amine from ammonia.
NH3 + 2 Cl CH3 H3C NH + 2 HCl
ammonia chloromethane CH3 hydrogen chloride
N-methylaminomethane

Substitution Reaction

8. The reaction between trans-2-hexene with hydrogen bromide.
Br

+ HBr +
2-bromohexane
trans-2-hexene hydrogen bromide Br
3-bromohexane

Addition Reaction

9. The formation of ethyl benzoate.
O O
H 2S O 4
O
OH + OH + H2O
heat
ethanol ethyl benzoate
benzoic acid

Condensation Reaction

10. The reaction that would occur if isopropanol was heated at 140°C in acidic conditions.
HO H 2S O 4
O + H2O
14 0 ﾰC
isopropanol isopropoxy-2-propane

Condensation Reaction

11. The reaction that would occur if isopropanol was heated at 100°C in acidic conditions.
HO H 2S O 4
+ H2O
1 0 0 ﾰC
isopropanol propene

Elimination Reaction

12. The formation of 2-butanol.
H 2S O 4
OH
+ H2O
1 0 0 ﾰC
1-butene 2-butanol

Addition Reaction
-could also use 2-butene

13. The formation of phenyl benzoate.
O OH O
H 2S O 4
O
OH + + H2O
heat

benzoic acid hydroxybenzene
phenyl benzoate
Condensation Reaction