TCI
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Description
TCI D3495 is 3,3-dimethylcyclohexanone, a six-membered cyclic ketone carrying two methyl groups on the third carbon atom of the ring. The compound belongs to the family of non-heterocyclic building blocks, meaning it serves as a starting material for assembling larger molecular frameworks. Its carbonyl group is the principal centre of reactivity and readily undergoes nucleophilic addition, reduction to the corresponding alcohol, condensation, enolate formation, and conversion into derivatives such as oximes, hydrazones, and enol ethers. For this reason the compound appears frequently in synthetic routes toward terpenoid and other alicyclic targets.
The characteristic that makes this compound a preferred choice is the quaternary gem-dimethyl centre positioned adjacent to the carbonyl group. This arrangement creates a pronounced steric difference between the two faces of the ring, so addition and reduction reactions can proceed with more directed diastereomeric selectivity than is possible with unsubstituted cyclohexanone. In addition, the twin methyl groups block one alpha position, so enolate formation tends to occur on the opposite side of the ring, providing a useful degree of regiochemical control in synthesis design. The gem-dimethylcyclohexanone framework also resembles structural motifs found in naturally occurring skeletons.
In Indonesian laboratories, a building block of this kind is typically used in organic synthesis research at universities and in research institute settings, where it is drawn upon for the stepwise construction of target molecules. It is handled on the laboratory bench in a fume hood as part of multi-step reaction sequences, with the resulting products carried forward to purification and structural characterisation. Because it is supplied as a defined single compound from a recognised reagent brand, it fits routine method development and teaching-laboratory synthesis work alike.
Laboratory Applications
- Nucleophilic addition studies: the accessible carbonyl group reacts with organometallic and other nucleophiles, while the neighbouring gem-dimethyl centre gives a clear facial bias that helps direct the stereochemical outcome.
- Stereoselective reduction to secondary alcohols: the two ring faces differ appreciably in steric accessibility, so hydride reduction of this ketone can be examined as a route to a preferred diastereomeric alcohol product.
- Regioselective enolate chemistry: because the twin methyl groups lock one alpha position, deprotonation is channelled toward the opposite alpha carbon, giving predictable regiochemistry for alkylation and related transformations.
- Carbonyl derivatisation work: the ketone is converted into oximes, hydrazones, and enol ethers, making it a convenient substrate for preparing protected or activated intermediates in a longer synthetic sequence.
- Terpenoid and alicyclic synthesis: the gem-dimethylcyclohexanone framework resembles motifs present in these skeletons, so the compound serves as an entry point for building larger carbocyclic target molecules.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 2979-19-3
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: 3,3-Dimethylcyclohexanone; product code D3495
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the size required when ordering
- Storage: keep in a tightly closed original container in a cool, dry, well-ventilated place away from ignition sources
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat, open flames, and other ignition sources, and separated from strong oxidising agents. Retain the material in its original manufacturer container, or transfer it only to clean, chemically compatible and clearly labelled glass or other solvent-resistant vessels that seal properly. Handle the compound inside a working fume hood using safety glasses, chemically resistant gloves, and a laboratory coat, and avoid inhaling vapours or allowing contact with skin and eyes. Dispense with dry glassware, close the container promptly after use, and manage residues and contaminated materials as chemical waste in line with your institutional procedures. Always consult the manufacturer's current safety data sheet before use.
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