January 19, 2017

Homework Help: chem

Posted by ~christina~ on Saturday, November 24, 2007 at 7:40pm.

I had to go and do a oxidation- reduction lab where:

I went oxidized borneol with sodium chloride and added 0.360g racemic borneol, 1ml acetone, and .30ml glacial acetic acid. Then I heated and added through the condenser every 4 minutes .5ml 6% sodium hypochlorite.

I then did extraction with the solution using methylene chloride.

Then we washed the organic layer separated out first with sodium bicarbonate, then separated the organic layer and then washed with sodium bisulfate, and after seperating again, the final solution was washed with water and organic layer was again removed and then dried with sodium sulfate.

Then the solvent was evaporated in hot water bath. Product was camphor.

Then the crystals that formed were placed in a flask and 1ml methanol was added. Then .130g of sodium borohydride was added to the solution. (they say add it slowly but I added it all at once...=() Then the solution was boiled and the sodium borohydride was supposed to dissolve. It didn't and I added 2 more ml of methanol and still had sodium borohydride crystals in the solution. ( I think it was to reduce the camphor to isoborneol => final compound)

Then it was decided to just go on without fully dissolving the crystals and the solutin was left to cool. After that, 3.5ml of cold water was added to flask and the crystals that formed were filtered out but of course still contained the undissolved sodium borohydride crystals.

The IR spectrum of the dried crystals showed that there was still camphor in the crystals and I know that was because of the undisolved sodium borohydride which didn't react with the camphor.

I have these questions I have to answer...

Why was the methylene chloride layer was washed with sodium bicarbonate in the procedure for preparing camphor?

I looked but I couldn't find the reason..

Describe how the filtering pipet worked for the second part of the experiment

This is a funny question since I didn't use a filtering pipet.

Does anyone know how I would use it if I did use it in the experiment?

Thanks alot =D

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