Friedel-Crafts Alkylation of Benzene and Dimethoxybenzene
Lab Report 1
Friedel-Crafts Alkylation of Benzene and Dimethoxybenzene
Objective:
1. To understand the general process, reaction and limitations of Friedel-Crafts Alkylation in regards to Dimethoxybenzene
2. To apply the reaction of Friedel-Crafts Alkylation to dimethoxybenzene
Chemical Index:
Chemical
Structure
Molecular Weight
Melting Point
Boiling Point
Acetic Acid
C2H4O2
60.05 g/mol
16-17°C
118-119°C
T-Butanol
C4H10O
74.12 g/mol
25-26°C
82-83°C
1,4-dimethoxybenzene
C8H10O2
138.16 g/mol
54-56°C
212.6°C
Nitric Acid
HNO3
63.01 g/mol
-42°C
83°C
Major Chemical Reactions:
Procedure:
1. Measure 120 mg of 1,4-dimethoxybenzene, 0.4 mL acetic acid, and 0.2 mL t-butyl alcohol
2. In a 10X100 mm reaction tube, dissolve the120 mg of 1,4-dimethoxybenzene in the 0.4 mL of acetic acid.
3. Gently warm the solution within the reaction tube, it may be necessary to agitate the solution with a glass stirring rod and add the 0.2 mL of t-butyl alcohol
4. Cool the solution in an ice bath, once the solution is sufficiently cooled, place the reaction tube containing the solution within the fume-hood and add 0.4 mL of nitric acid (see note below) drop wise with a Pasteur pipette.
5. After each drop of acid into the solution, mix the solution thoroughly using a glass stirring rod.
6. After the addition of 0.4 mL of nitric acid, place the reaction tube in an ice bath and let stand for approximately 15 minutes.
7. Stir the mixture thoroughly with a glass stirring rod, remove reaction tube from ice bath and allow the solution to reach room temperature (approximately 15 minutes).
8. Measure 2.5 mL of water into a container, return the reaction tube containing the solution to the ice bath, and carefully add the water to the solution 1 drop at a time.
9. Separate the reaction solution from
Friedel-Crafts Alkylation of Benzene and Dimethoxybenzene
Objective:
1. To understand the general process, reaction and limitations of Friedel-Crafts Alkylation in regards to Dimethoxybenzene
2. To apply the reaction of Friedel-Crafts Alkylation to dimethoxybenzene
Chemical Index:
Chemical
Structure
Molecular Weight
Melting Point
Boiling Point
Acetic Acid
C2H4O2
60.05 g/mol
16-17°C
118-119°C
T-Butanol
C4H10O
74.12 g/mol
25-26°C
82-83°C
1,4-dimethoxybenzene
C8H10O2
138.16 g/mol
54-56°C
212.6°C
Nitric Acid
HNO3
63.01 g/mol
-42°C
83°C
Major Chemical Reactions:
Procedure:
1. Measure 120 mg of 1,4-dimethoxybenzene, 0.4 mL acetic acid, and 0.2 mL t-butyl alcohol
2. In a 10X100 mm reaction tube, dissolve the120 mg of 1,4-dimethoxybenzene in the 0.4 mL of acetic acid.
3. Gently warm the solution within the reaction tube, it may be necessary to agitate the solution with a glass stirring rod and add the 0.2 mL of t-butyl alcohol
4. Cool the solution in an ice bath, once the solution is sufficiently cooled, place the reaction tube containing the solution within the fume-hood and add 0.4 mL of nitric acid (see note below) drop wise with a Pasteur pipette.
5. After each drop of acid into the solution, mix the solution thoroughly using a glass stirring rod.
6. After the addition of 0.4 mL of nitric acid, place the reaction tube in an ice bath and let stand for approximately 15 minutes.
7. Stir the mixture thoroughly with a glass stirring rod, remove reaction tube from ice bath and allow the solution to reach room temperature (approximately 15 minutes).
8. Measure 2.5 mL of water into a container, return the reaction tube containing the solution to the ice bath, and carefully add the water to the solution 1 drop at a time.
9. Separate the reaction solution from
References: 1. Williamson, Kenneth L., and Katherine M. Masters. Macroscale and Microscale Organic Experiments. 6th ed. N.p.: n.p., n.d. Print. 2. "Benzene,1,4-di-tert-butyl-2,5-dimethoxy- (7CI,8CI);1,4-Di-tert-butyl-2,5-dimethoxybenzene;1,4- Dimethoxy-2,5-di-tert-butylbenzene... Dictionary - Guidechem.com." Benzene,1,4-di-tert-butyl- 2,5-dimethoxy- (7CI,8CI);1,4-Di-tert-butyl-2,5-dimethoxybenzene;1,4-Dimethoxy-2,5-di-tert- butylbenzene... Dictionary - Guidechem.com. N.p., n.d. Web. 3 Sept. 2013.