oxidation of menthol to menthone
Just wondering if anyone could help me out with some questions im struggling to answer.
In relation to the topic:
1) How can I explain the colour changes during oxidation, in relation to oxidation-reduction?
2) Why was it important that temp remained low and that a large excess of ox agent was avoided?
3) If citronellol was oxidised the same way what product would come about and why?
4) Finally, the (+) and (-) signs in front of menthol and menthone, does that just represent the fact there is a 50/50 mixture of enantiomers?
I need this info ASAP!!!!
1) Color change can be due to pi-bonding. The more delocalized electrons you have, the different colors you can get b/c of the various energies
2) Kinetics is related to temperature. The hotter things are, the faster they react. Keeping the temp low can prevent some side reactions. If menthol has a primary alcohol, over oxidation can result in going from an alcohol --> aldehyde --> carboxylic acid. You might only want the aldehyde.
3) I don't know the structure of citronellol
4) They are racemic.
Thanks so much!
Citronellol has the same molecular formular as menthol but it is not a cyclo. any ideas what its product might be if it was oxidised under the same conditions of menthol? and why this would be?
Thanks again :)
Menthol has a secondary alcohol which can only be converted to a ketone
Citronellol has a primary alcohol which can be converted to an aldehyde or a carboxyclic acid if it gets over oxidized