Review
The principle site of reactivity in alkenes is the **** carbon-carbon double bond
-the electrons in the pi orbital of the alkene are exposed to attacking reagents
The pi bond is relatively... **** weak, and more polarizable compared to the sigma
bonds.
One reaction that is typical of alkenes is the.... **** cleaving of the carbon-carbon
double bond by strong oxidizing agents.
-the carbon atoms of the double bond are converted into carbonyl or carboxylic acid
functional groups.
2 general reactions **** 1. Ozonolysis of the alkene, which gives aldehydes and
ketones
2. Alkene with potassium permanganate to give ketones or carboxylic acids.
The product of this reaction is **** suberic acid, which we made when treating reaction
with potassium permanganate
When the permanganate ion reacts with an alkene at the carbon-carbon double bond,
this process involves a... **** syn addition to the double bond to produce an unstable
cyclic permanganate ester.
What happens to the unstable ester? **** In the cold, potassium permanganate it
undergoes hydrolysis to give a vicinal diol (an alcohol having 2 hydroxyl groups; located
on adjacent carbons).
When an alkene reacts with permangante without cooling and under basic conditions
**** cleavage of the carbon-carbon double bond occurs.
-each of the two carbon atoms of the original double bond is converted into a carbonyl
group (an aldehyde or a ketone)
If an aldehyde is produced from alkene cleavage, **** they are further oxidized to
carboxylic salts under basic conditions by the permanganate ion.
You can convert carboxylic salt to free carboxylic acid by... **** acidification of the
reaction mixture with a strong mineral acid, such as HCL
Ketones are resistant to **** further oxidation