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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: lissydoll206 on July 13, 2006, 10:06:55 AM

Title: Reaction with CrO3 and H2SO4
Post by: lissydoll206 on July 13, 2006, 10:06:55 AM

When you react propanol with the CrO3 and H2SO4, what is the product of the reaction?  Does the OH substituent group just become an O double bonded on the end of the propane? I am confused.  Any help would be greatly appreciated.

(CH3)2CH-OH    ---- CrO3, (HO)2SO2 --------->   product???


Thanks!

Title: Re: Reaction with CrO3 and H2SO4
Post by: Dan on July 13, 2006, 10:27:04 AM

Look up oxidation of alcohols in any organic chemistry textbook.

or http://www.google.co.uk/search?hl=en&safe=off&rls=GGLR%2CGGLR%3A2005-38%2CGGLR%3Aen&q=alcohol+oxidation+chromate&btnG=Search&meta=

The first result has the answer

Title: Re: Reaction with CrO3 and H2SO4
Post by: victor on July 14, 2006, 01:06:13 AM

also look for Jones Reagent..  ;D
Oh, talking about oxidation..I also wanna ask this..it's about oxidation mechanism..
In my chemistry textbook for school student..it's written that oxidation process in alcohol is taking a hydrate form as a transition then, one of the -OH group will release H+ and become a carbonyl bond...is it true? I just confused with that..
maybe it's like this:

R-CH2-OH --oxidator--> [R-CH(OH)2] ---> R-CH=O --> RCO2H

Simply ask, can anyone tell me how the mechanism is?? ;D

Title: Re: Reaction with CrO3 and H2SO4
Post by: Dan on July 14, 2006, 05:52:23 AM

The hydrated aldehyde is oxidised to the carboxylic acid.

RCHO ----Water----> RCH(OH)₂ ---Ox----> RCH(OH)O-CrO₃H ------> RCO₂H  +  H₂CrO₃

The highlighted H is the one that is removed by CrO₃.
As far as I know, that is the mechanism.

Title: Re: Reaction with CrO3 and H2SO4
Post by: victor on July 14, 2006, 10:30:39 AM

Okay..I get it now..thanks for da reply..  ;D