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Topic: Reaction with CrO3 and H2SO4  (Read 47854 times)

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Offline lissydoll206

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Reaction with CrO3 and H2SO4
« 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!

Offline Dan

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Re: Reaction with CrO3 and H2SO4
« Reply #1 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
My research: Google Scholar and Researchgate

Offline victor

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Re: Reaction with CrO3 and H2SO4
« Reply #2 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
« Last Edit: July 14, 2006, 01:28:10 AM by victor »

Offline Dan

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Re: Reaction with CrO3 and H2SO4
« Reply #3 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.
My research: Google Scholar and Researchgate

Offline victor

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Re: Reaction with CrO3 and H2SO4
« Reply #4 on: July 14, 2006, 10:30:39 AM »
Okay..I get it now..thanks for da reply..  ;D

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