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1,3-Cyclohexanedione CAS:504-02-9 - High-Quality Chemical from China Suppliers and Factory
Molecular Structure & Characteristics
The molecular structure of 1,3-cyclohexanedione contains two carbonyl groups (C=O), located at the 1st and 3rd positions of the cyclohexane ring. This configuration creates a conjugated system that significantly influences its chemical and physical properties. The presence of these two carbonyl groups enhances the activity of adjacent α-hydrogen atoms, which serve as the primary active centers for various chemical reactions.
Key Chemical Properties
High Reactivity: Due to active α-hydrogen atoms, it undergoes halogenation and condensation reactions. Under alkaline conditions, it facilitates aldol condensation with aldehydes and ketones.
Knoevenagel Condensation: It reacts with diethyl malonate under sodium alcohol catalysis, demonstrating its versatility in organic synthesis.
Nucleophilic Addition: It exhibits typical ketone carbonyl properties, reacting with hydroxylamine to form oxime and with hydrazine to form hydrazone.
Reduction Potential: The compound can undergo reduction reactions to be converted into its corresponding alcohol.
Frequently Asked Questions
Where are the carbonyl groups located in 1,3-cyclohexanedione?
The carbonyl groups (C=O) are positioned at the 1st and 3rd carbon atoms of the cyclohexane ring.
What makes 1,3-cyclohexanedione chemically active?
Its high activity is primarily due to the α-hydrogen atoms adjacent to the two carbonyl groups, which act as reaction centers.
What happens during an aldol condensation with this compound?
Under alkaline conditions, the active α-hydrogen atoms allow 1,3-cyclohexanedione to react with aldehydes and ketones.
Can 1,3-cyclohexanedione form an oxime?
Yes, through a nucleophilic addition reaction with hydroxylamine, it can form the corresponding oxime.
What is the result of the reduction reaction of 1,3-cyclohexanedione?
When subjected to reduction, 1,3-cyclohexanedione is converted into its corresponding alcohol.
What catalyst is used for Knoevenagel condensation with diethyl malonate?
Sodium alcohol is typically used as the catalyst for the Knoevenagel condensation reaction.