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OLIVE OIL HYDROGENATION LAB

February 17th, 2012 admin Leave a comment Go to comments

olive oil hydrogenation lab

Hydrogenation of olive oil – moles of hydrogen produced from cyclohexene?

In the hydrogenation of olive oil, cyclohexene (MW = 82.15 gm/mol) is used as a source of hydrogens. How many moles of hydrogen are produced per mole of cyclohexene?

I have this question in a lab report, but there’s no balanced equation or anything. How do I solve this?

the reaction is called “catalytic transfer hydrogenation” or CTH. you should google that… here’s one link
http://docs.google.com/viewer?a=v&q=cache:rYuxE2iey10J:www.erowid.org/archive/rhodium/pdf/cth.review.pdf+catalytic+transfer+hydrogenation+mechanism&hl=en&gl=us&pid=bl&srcid=ADGEESgRKwe1EHOd5dSvyY0SbE9sgBA-HL04haYExhUl4UCtfHPeqgK-r_-u-HfM13qM6zvk3ci6J6cE3urlP2CBwuyfKJwyTIVbcdywYOGOu9cLxT0FNOFatRRCM0oZNpKz0AjI2pR2&sig=AHIEtbROvA7seePsAkOh3ekdDFvQnWqPGA

but basically you’re removing H from cyclohexene. And di-enes are more reactive then alkenes. So after removing 2 H’s, the next 2 transfer easier… and what happens is this…
…HC – CH2
….//…….\
HC…. ….CH2
….\……../
H2C – CH2

goes to

…HC – CH
….//…….\\
HC…. ….CH + H2
….\……../
H2C – CH2

which continues on until you have benzene
…HC – CH
….//…….\\
HC…. ….CH
….\……../
..HC = CH

and that is stabilized by conjugated double bonds and delocalized electrons. notice that cyclohexene has 10 H’s and benzene has 6? so that the cyclohexene has 4 available H’s to give up. now usually, cyclohexene is in XS to speed up the rxn and increase the yield. I doubt you could extract further hydrogen for this process.

Which cooking oil do you use?

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