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org14 Molecule structure and properties of butanole isomers

* Sodium is very corrosive.  *Experiment with a chemstry teacher. Use a tray.  * So not forget your goggles!
Left: Add a tiny piece of sodium into bottles with of primary, secondary and teriary butanole.
Middle:  Mix 1 ml samples of water with 1 ml of primary, secondary and teriary butanole.
Observations left:Tertiary butanole shows nearly no reaction with sodium, secondary butanole reacts more significant , primary butanol reacts best (a residue floats).
Middle: Tertiary butanole dissolves well in water, primary butanole (longest C4H9-chain) has lowest solubility.
Explanations using molecule models right:
All butanole molecules consist of a a hydrocarbon component (C4H9-) and of a hydroxyle group (-OH). The models show the different structures of both components.
The OH group reacts with sodium like the same goup in a water molecule (H-OH) releasing hydrogen:2 C4H9-OH(l) + 2 Na(s) ----> 2 C4H9-ONa + H2(g).In tertiary butanole the OH group is surrounded by three CH3 goups. So sodium particles cannot easily collide with the OH group: limited hydrogen production.
The different solubility of butanoles in water is related to the different shapes of the C4H9 groups: In primary butanole these are long chains which make the alcohol molecules "sticky": They cannot easily be separated by water molecules to mix with them.
Another experiment with sodium

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