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Description
TCI D3496 is 2,5-diacetoxyhexane, the acetate diester of hexane-2,5-diol, carrying two acetoxy groups at the second and fifth positions of the hexane chain. The compound is classified as a non-heterocyclic building block and serves as a bifunctional starting material with two oxygen-substituted carbon centres spaced symmetrically along the chain. In the laboratory, compounds of this type are used to construct ring systems, protected diols, and chain frameworks that require two equivalent reaction points. The acetyl groups act as temporary protecting groups for the hydroxyl functions, allowing other synthetic steps to be carried out first.
The characteristics that make this compound a preferred choice are its structural symmetry and the ease with which the protecting groups can be removed. The acetate groups can be hydrolysed or transesterified under mildly basic conditions or by enzymatic catalysis to unmask the hydroxyl groups again, so researchers can control exactly when the alcohol functions become available to react. The 1,4-spacing between the two oxygen atoms along the chain is also advantageous, since it facilitates the formation of five-membered rings as well as the bridging of two functional groups in ligand synthesis. Its liquid form makes measuring and handling straightforward.
In Indonesian laboratories, a bifunctional building block of this kind is typically used in synthetic organic chemistry research at universities and research institutes, where protected diols and symmetrical intermediates are prepared as part of longer reaction sequences. It suits work on ring formation, ligand frameworks, and chain-extension chemistry, and the liquid form allows it to be dispensed by volume for small-scale reaction screening as well as for repeated preparative runs within a single project.
Laboratory Applications
- Ring formation studies — the 1,4-relationship between the two oxygen-bearing carbons favours closure to five-membered rings, giving a direct route to cyclic frameworks.
- Protected diol chemistry — the two acetyl groups mask both hydroxyl functions of hexane-2,5-diol so that unrelated synthetic steps can be completed before deprotection.
- Ligand synthesis — the symmetrical arrangement of two equivalent oxygen-substituted centres allows the compound to bridge two functional groups within a single ligand backbone.
- Chain-framework construction — as a bifunctional starting material, it supplies two equivalent reaction points for building extended carbon chains in multi-step sequences.
- Enzymatic and base-mediated deprotection work — the acetate groups can be hydrolysed or transesterified under mild base or enzyme catalysis, making it useful for studying controlled hydroxyl release.
Specifications
- Brand: TCI
- CAS number: 10299-35-1
- Chemical name: 2,5-diacetoxyhexane (acetate diester of hexane-2,5-diol)
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: liquid
- Pack sizes: available in the standard catalogue pack sizes offered by the manufacturer
- Storage: store in a closed container under the conditions stated on the manufacturer's label
Handling and Storage
Store the product in its original tightly closed container, kept upright in a cool, dry, and well-ventilated area away from heat sources, direct sunlight, and incompatible materials, and follow the storage conditions printed on the manufacturer's label. Because the material is a liquid, use glass or otherwise chemically compatible containers and closures, and transfer it with clean, dry glassware or a suitable pipette to avoid contamination and moisture ingress. Handle in a fume hood, wear safety glasses, gloves, and a laboratory coat, and avoid contact with skin, eyes, and clothing. Reseal containers immediately after dispensing, label all secondary containers clearly, and consult the manufacturer's safety data sheet before use and for waste disposal.
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