•11:48 PM
Objective: Electrophilic Aromatic Substitution, Acidic Azo Dyes
Chemicals :
Results:
Chemicals :
2 N acetic acid
sulfanilic acid
ethanol 96 %
sulfanilic acid
ethanol 96 %
1-naphthol
2-naphthol
phenol
NaNO2
The following solutions are prepared in advance:
Phenol: 15.06 g (160 mmol) dissolved in 400 mL ethanol 96 %
1-naphthol: 17.3 g (120 mmol) dissolved in 400 mL ethanol 96 %
2-naphthol: 11.54 g (80 mmol) dissolved in 400 mL ethanol 96 %
The solutions should be colorless; if needed a "spatula-tip" full of activated charcoal powder is added. After shaking, the suspension is filtered.
Reagent solution (Diazo component): 40 mL of 0.5 % aqueous NaNO2 solution + 40 mL of 0.5 % solution of sulfanilic acid in 2 N acetic acid
The following solutions are prepared in advance:
Phenol: 15.06 g (160 mmol) dissolved in 400 mL ethanol 96 %
1-naphthol: 17.3 g (120 mmol) dissolved in 400 mL ethanol 96 %
2-naphthol: 11.54 g (80 mmol) dissolved in 400 mL ethanol 96 %
The solutions should be colorless; if needed a "spatula-tip" full of activated charcoal powder is added. After shaking, the suspension is filtered.
Reagent solution (Diazo component): 40 mL of 0.5 % aqueous NaNO2 solution + 40 mL of 0.5 % solution of sulfanilic acid in 2 N acetic acid
Glass wares:
3 conical measures,graduated, 500 mL
3 glass stirring rods
5 beakers 50 mL
3 beakers 500 mL
graduated cylinder 200 mL
:Experimental procedure
Each of three conical measures is filled with alcoholic solutions of phenol, 2-naphthol and 1-naphthol, respectively. Afterwards the diazo component is added while stirring.
Discussion:
· Diazotized sulfanilic acid (1) reacts with phenol and the naphtholes forming acid azo dyes (2) The reaction proceeds according to the mechanism of electrophilic aromatic substitution.
0 comments: