Friday labs

 

Relative Rates of Bromination

 

Arene

Time elapsed for color change at 35 °C.

Time elapsed for color change at 0 °C

(Only 2 Arenes were not clearly distinguished at 35 °C)

Phenol

Immediate change in color

 

Anisole

1 minute

 

4-Bromophenol

2 – 2.5 minutes

 

Acetanilide

Slow change in color 3 – 4 minutes

4 – 5 minutes for color to change

Diphenyl Ether

After about 10 minutes no change in color observed

Monitored for 15 minutes and color did not change

 

 

Nitration of Bromobenzene

 

Melting Point: 120-123 °C

Wt of Product obtained: 0.441g

 

 

Saturday Morning Labs

 

Relative Rates of Bromination

 

Substrate (1)

Approx. time

of rxn @ 0˚ C

Approx. time

of rxn @ 35˚ C

Phenol

35 sec

1 sec

Anisole

135 sec

3 sec

Diphenyl ether

NR

> 5 min

Acetanilide

75 sec

20 sec

4-bromophenol

45 sec

5 sec

 

 

Nitration of Bromobenzene

 

Melting Point: 124-126 °C

Wt of Product obtained: 0.351g

 

 

 

Saturday Afternoon Labs

 

Relative Rates of Bromination

 

Substrate (1)

Approx. time

of rxn @ 0˚ C

Approx. time

of rxn @ 35˚ C

Phenol

na

5 sec

Anisole

na

9 sec

Diphenyl ether

NR

> 5 min

Acetanilide

2 min 11 sec

85 sec

4-bromophenol

na

15 sec

 

 

Nitration of Bromobenzene

 

Melting Point: 125-128 °C

Wt of Product obtained: 0.235g