L21 - Oxidation (and Reduction)
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What is oxdiation?
• loss of e- • gain of O • loss of H
What is reduction?
• gain of e- • loss of O • gain of H
What is the order of increasing oxidation?
• methyl • alcohol • ketone • COOH • CO2
How are alcohols oxidised in the body?
By alcohol dehydrogenase - into aldehyde
How are aldehydes oxidised in the body?
By acetaldehyde dehydrogenase - into caboxylic acid
How are primary alcohols oxidised in the lab?
Using pyridinium chlorochromate (PCC, mild oxidant) and CH2Cl2 - into aldehyde
What happens to primary alcohold if oxidised with a strong oxidant, eg?
Oxidised into COOH - KMnO4 acid
How do you oxidise an aldehyde into a COOH?
Using strong oxidant
How do you oxidise a secondary alcohol in the lab?
Using mild or strong [O] - into ketone No further oxidation
How do you convert an alkene into a dihydroxycation?
OsO4 H2O2
How do you convert an alkene into an epoxide?
mCPBA
What reaction can alkenes go through?
Ozonolysis
Why do we not use 100% O2?
Becaise O2 can turn into readicals