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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: eddystone on August 12, 2004, 12:39:47 AM

Title: Making a compound???
Post by: eddystone on August 12, 2004, 12:39:47 AM
Hi all,

Is there anyone out there smart enough to answer this question???

"Show how you could make the following compound in the lab"

              O
   (Double bond from C to O)
CH3 CH2 C O CH2 CH3

Thanks heaps
eddy
Title: Re:Making a compound???
Post by: Demotivator on August 12, 2004, 09:37:35 AM
One way is by oxidation of a secondary alcohol (3-pentanol) by an oxidizing agent.
CH3 CH2 C(H)(OH) CH2 CH3 + H2CrO4 in acetic acid or acetone solvent
Title: Re:Making a compound???
Post by: movies on August 12, 2004, 12:34:47 PM
I think that the product is supposed to be the ester, but the drawing isn't really clear.  Demotivator's way will certainly work for the ketone.

For the ester, The easiest way is probably from propionic acid and ethanol with catalytic acid (a Fisher Esterification).  Similarly you could start from 1-propanol and do an oxidation as Demotivation suggested to give propionic acid.  You could convert that acid to the acid chloride too, and then react that with ethanol.

Lots of ways to do it!
Title: Re:Making a compound???
Post by: Demotivator on August 12, 2004, 12:56:22 PM
You're right. I thought it was the ketone. I missed the O on top so it must be the  ester.
Title: Re:Making a compound???
Post by: haiph12 on August 23, 2004, 11:12:26 PM
CH3CH2COOH + CH3Ch2OH ( ctalyst  H2SO4 s )  ---  production
or
CH3CH2COCl  +  CH3CH2ONa ---  pro