Find the compounds P and Q in the following reactions:
Find the compounds P and Q in the following reactions:
The Correct Option is A
Approach Solution - 1
P to Q (Dehydration): The reaction shows compound P treated with H2SO4 and heat (Δ). This is a dehydration reaction, which typically converts an alcohol to an alkene by removing a molecule of water (H2O). Therefore, P is cyclohexanol.
Q to Dialdehyde (Ozonolysis): Compound Q is then treated with ozone (O3) followed by zinc and water (Zn/H2O). This is ozonolysis, a reaction that cleaves alkenes (double bonds) to form carbonyl compounds (aldehydes or ketones). The Zn/H2O is a reducing workup, which prevents the formation of carboxylic acids.
If Q is a cyclohexene, then ozone will add to the double bond, creating two CHO groups at either end of the break point.
Therefore, Q is cyclohexene.
The answer is (A), where P is cyclohexanol and Q is cyclohexene.
Approach Solution -2
Step 1: Identify compound Q
The final product is cyclohexanedione (\( \text{C}_6\text{H}_8\text{O}_2 \)), which is formed by treating compound Q with ozone followed by reduction with zinc and water. This suggests that Q must be a cyclic compound with two double bonds that can be oxidized to ketones.
Step 2: Identify compound P
Compound P is converted to Q using sulfuric acid (\( \text{H}_2\text{SO}_4 \)) under heating conditions. This suggests that P is likely a cyclic alcohol or ether that undergoes dehydration to form a cyclic alkene (Q).
Step 3: Match with the options
Option (A): Cyclohexanol and cyclohexene. Cyclohexanol dehydrates to form cyclohexene, which upon ozonolysis and reduction forms cyclohexanedione. This matches the given sequence.
Other Options: Cyclohexane, cyclohexyl methyl ether, or benzene do not fit the dehydration pathway to form cyclohexene.
Conclusion: The correct compounds are cyclohexanol (P) and cyclohexene (Q).
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Concepts Used:
Aromatic hydrocarbon
Aromatic hydrocarbons, sometimes known as arenes, are aromatic organic molecules made up entirely of carbon and hydrogen. In aromatic compounds a benzene ring which is named after the simple aromatic chemical benzene, or a phenyl group when part of a larger structure, is the configuration of six carbon atoms.
Read More: Aromaticity
Reactions of Aromatic Hydrocarbons:
1. Aromatic Substitution Reactions
This reaction involves the replacement of one substituent on the ring of an aromatic hydrocarbon, commonly a hydrogen atom, by a different substituent group.
The common types of aromatic substitution reactions are:
- Nucleophilic aromatic substitution reactions
- Electrophilic aromatic substitution reactions
- Radical nucleophilic aromatic substitution reactions
2. Coupling Reactions
In these types of reactions, the coupling of two fragments that have a radical nature is achieved with the help of a metal catalyst