conversion of organic compound

2012-05-01 5:53 am
If we want to prepare 2-chloro-2-methylpropane from 2-methylpropan-2-ol, concentrated hydrochloric acid is added and then saturated sodium hydrogencarbonate is also added to remove acidic substance. I want to ask why must "saturated" sodium hydrogencarbonate be used?

回答 (2)

2012-05-01 6:18 am
✔ 最佳答案
First, just to remove as much unreacted acid as possible.

Second, saturated salt (sodium hydrogencarbonate & chloride) solution is more polar than solely water. Think of it: what would happen in solvent extraction if the aqueous layer is more polar in nature? What're the solubilities of the reactant and product in two phases?


2012-05-02 03:57:59 補充:
Remember the tert-butyl chloride is the desired product. It's sparingly soluble in water, and should be even less soluble in salt sol.
At the meanwhile, tert-butanol is already very soluble in water; increase in polarity of (extracting) solvent probably doesn't help much.
2012-05-01 8:59 pm
if we use the saturated salt solution instead of water,as the polarity of saturated salt solution is higher than the water,that makes the organic compound be more difficult to dissolve in the solvent,it can sure that we only extract the water-soluble substance from the mixture.


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