Try it on paper first. A hint, the key idea and the worked solution are here when you need them.
A chemist oxidises of ethanol with PCC in dichloromethane and obtains ethanal in a yield of . Take the molar masses of ethanol and ethanal as and . Find the amount of ethanol, the theoretical mass of ethanal and the mass actually obtained. Why would hot acidified dichromate give a poor yield of ethanal?
A primary alcohol gives an aldehyde with PCC, or with copper at 573 K. A secondary alcohol gives a ketone. Terminal alkynes give methyl ketones with Hg and dilute acid. Rosenmund: acyl chloride, H, Pd-BaSO. Stephen: nitrile, SnCl and HCl, then water. The percentage yield is .
Have you tried it?
Work it out on paper first. It is fine to get stuck or make a mistake: that is how we learn. When you are ready, go through the solution one step at a time, and check each step against your own.
Step 1. .
Step 2. One mole of alcohol gives one mole of aldehyde, so the theoretical mass is .
Step 3. Actual mass .
Answer: , and .
Why not dichromate? Hot acidified dichromate oxidises ethanal on to ethanoic acid. Unless the ethanal is distilled out as it forms, most of it is lost.
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