Cleavage of Carbon-Carbon Bonds With Periodic Acid

The video tutorial explores the use of periotic acid in organic synthesis, focusing on its role as an oxidizing agent for polyhydroxy compounds. It explains the importance of forming and cleaving carbon-carbon bonds in organic molecules and provides a detailed mechanism of how periotic acid facilitates this process. The tutorial also highlights various substrates and the resulting products, emphasizing the utility of periotic acid in breaking down molecules or converting cyclic structures to linear ones.

What is the primary role of periotic acid in organic synthesis?

• To form carbon-carbon bonds

• To act as a Bronsted-Lowry acid

• To act as an oxidizing agent

• To reduce carbonyl compounds

When periotic acid is introduced to a vicinal diol, what is the expected outcome?

• Formation of a cyclic compound

• No reaction occurs

• Cleavage of carbon-carbon bond and formation of two carbonyls

• Formation of a single carbonyl compound

How many equivalents of periotic acid are required to fully react with glycerol?

• Four equivalents

• One equivalent

• Two equivalents

• Three equivalents

What happens when a hydroxyl group is adjacent to a carbonyl group during oxidation with periotic acid?

• Oxidation occurs twice

• The hydroxyl group is not oxidized

• The carbonyl group is reduced

• Oxidation occurs once

What is necessary for cleavage to occur in the oxidation process with periotic acid?

• Presence of intervening carbons

• Adjacent hydroxyl or carbonyl groups

• Absence of oxygen-containing groups

• Presence of aromatic rings

What is the key intermediate formed during the mechanism of periotic acid oxidation?

• Cyclic carbonyl compound

• Linear carbonyl compound

• Linear per iodate ester

• Cyclic per iodate ester

What drives the cleavage of carbon-carbon bonds in the mechanism of periotic acid oxidation?

• Formation of water molecules

• Presence of hydroxyl groups

• Weakness of carbonyl bonds

• Strength of carbonyl bonds