Objective: Distinction between the three Dihydroxbenzene Isomers
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Chemicals:
catechol resorcinol
hydroquinone
FeCl3 · 6 H20
Solution of the dihydroxybenzenes: 0.625 g of catechol, resorcinol and hydroquinone, respectively, are dissolved in 20 mL of dist. water. The solutions should be colorless; if needed a "spatula-tip" full of charcoal is added. After shaking the suspension is filtered.
Ferric chloride solution: 1 g FeCl3 · 6 H20 are dissolved in 150 ml of dist. water.
Three conical measures are set up as described in the following table.
Ferric chloride solution: 1 g FeCl3 · 6 H20 are dissolved in 150 ml of dist. water.
Glass wares:
3 conical measures, graduated, 500 mL
3 glass stirring rods
beaker 200 mL
3 beakers 40 mL
3 snap-cap vials 20 mL
volumetric pipet 4 mL
volumetric pipet 10 mL
2 volumetric pipets 20 mL
1 pipette bulb
measuring cylinder 100 mL
Experimental procedure:Three conical measures are set up as described in the following table.
When treated with aqueous FeCl3, the aqueous dihydroxybenzene solutions will show the characteristic color change.
Like phenol also catechol and resorcinol do form a colored complex with FeCl3.
Hydroquinone is oxidized rapidly to p-benzoquinone, which does not generate a colored complex with FeCl3.
Resorcinol shows no redox reaction with Fe3+. The two hydroxy groups in the meta position can not form a quinoid system. Thus a redox reaction between resorcinol and Fe3+ is impeded.
Catechol is only partially oxidized to o-benzoquinone.
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