Alkene Reactions - IV cont'd
For each of the reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry of the reaction and the possibility of carbocation rearrangement.Click the mouse on the reactant molecule to view the answer;
click on the reagent to review the mechanism and regiochemistry of the reaction.
The reaction of an alkene with ozone, followed by dissolving metal reduction with zinc dust, involves the intermediate formation of an ozonide, which is reduced in the second step to split the alkene and form aldehydes and ketones.
Diiodomethane in the presence of zinc-copper amalgam in ether, generates carbene (CH2) which inserts into the alkene p system to form a cyclopropane ring.
The reaction of an alkene with KMnO4 in the presence of aqueous acid, results in the cleavage of the alkene and oxidation of each of the alkene carbons. Disubstituted alkene carbons will yield ketones, monosubstituted alkene carbons yield carboxylic acids and terminal alkenes generate CO2. If the oxidation is allowed to proceed for too long, any ketones which are produced can be further oxidized to carboxylic acids.
Chloroform in the presence of strong base, generates dichlorocarbene (CCl2) which inserts into the alkene p system to form a dichlorocyclopropane ring.
The reaction of an alkene with ozone, followed by dissolving metal reduction with zinc dust, involves the intermediate formation of an ozonide, which is reduced in the second step to split the alkene and form aldehydes and ketones.
Diiodomethane in the presence of zinc-copper amalgam in ether, generates carbene (CH2) which inserts into the alkene p system to form a cyclopropane ring.
The reaction of an alkene with KMnO4 in the presence of aqueous acid, results in the cleavage of the alkene and oxidation of each of the alkene carbons. Disubstituted alkene carbons will yield ketones, monosubstituted alkene carbons yield carboxylic acids and terminal alkenes generate CO2. If the oxidation is allowed to proceed for too long, any ketones which are produced can be further oxidized to carboxylic acids.
Chloroform in the presence of strong base, generates dichlorocarbene (CCl2) which inserts into the alkene p system to form a dichlorocyclopropane ring.