TCI D5743, CAS number 68039-49-6, is 2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde, supplied as a mixture of isomers. The compound is an unsaturated alicyclic aldehyde built on a cyclohexene skeleton that carries two methyl groups together with a single formyl group on the ring. In organic synthesis laboratories, this material serves as a non-heterocyclic building block: a small starting material that provides ready-to-use reaction points, so that researchers do not need to construct the carbon skeleton themselves from scratch. The presence of the aldehyde carbonyl makes it a common entry point for a wide range of downstream transformations in multi-step synthetic sequences.
The characteristic that makes this compound a frequent choice is the combination of a reactive aldehyde group with a comparatively less reactive internal double bond on the ring, so that the two can be chemically differentiated within a single molecule. The formyl group readily undergoes aldol condensation, Wittig reactions, reductive amination, reduction to the primary alcohol, and oxidation to the carboxylic acid. Meanwhile, the cyclohexene skeleton contributes conformational rigidity and hydrophobic character, which is useful when researchers wish to build structures with defined three-dimensional shape rather than freely rotating open chains. Supply as a mixture of isomers is standard for this material and should be taken into account when planning analysis and purification.
In Indonesian laboratories, this building block is typically used in university and institutional organic synthesis groups, in research on fine chemicals and fragrance-related intermediates, and in method development work where a small, functionalised carbon framework is needed as a starting point. It also appears in graduate research programmes and in analytical work where a defined reference structure is required. Users generally order it in research-scale quantities for exploratory reaction screening and small-scale preparative work rather than for production volumes.
- Multi-step organic synthesis: the aldehyde provides a defined entry point for chain extension, so a complex target can be assembled without first constructing the substituted cyclohexene ring.
- Carbon–carbon bond formation via Wittig and aldol chemistry: the formyl group reacts cleanly with ylides and enolates, giving predictable access to olefins and β-hydroxy carbonyl products.
- Reductive amination studies: the aldehyde condenses with primary and secondary amines and is then reduced, providing a straightforward route to alicyclic amine derivatives for screening.
- Functional group interconversion training and method development: reduction to the primary alcohol and oxidation to the carboxylic acid make it a practical substrate for testing new reagents or conditions.
- Structure–property investigations of alicyclic frameworks: the rigid cyclohexene ring and hydrophobic methyl substituents let researchers examine how three-dimensional shape influences reactivity and physical behaviour.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 68039-49-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the required size when ordering |
| Physical form | — |
| Storage | keep in a cool, dark place in a tightly closed container |
- Chemical name: 2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde (mixture of isomers)
Store the container tightly closed in a cool, dark, and well-ventilated place, away from heat, open flames, direct sunlight, and strong oxidising agents. Aldehydes are prone to air oxidation, so keep the cap sealed between uses and, where practical, store under an inert atmosphere in the original supplier bottle or an equivalent chemically compatible amber glass container. Handle inside a fume hood and wear appropriate personal protective equipment, including safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid inhaling vapours and prevent contact with skin and eyes. Always consult the manufacturer's Safety Data Sheet before use, and dispose of residues and contaminated materials in accordance with applicable institutional and local chemical waste regulations.
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