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Description
TCI D2678 threo-5,6-Dodecanediol is a non-heterocyclic building block belonging to the vicinal diol family, featuring a twelve-carbon alkyl chain with two adjacent hydroxyl groups and a defined threo relative configuration at both carbinol centres. In the laboratory it serves both as a synthetic starting material and as a reference compound in stereochemical studies, because the pairing of two neighbouring alcohol functions on a long aliphatic backbone brings together the reactivity of the hydroxyl group with the hydrophobic character of an extended carbon chain. Diols of this type are frequently used as departure points for the construction of cyclic ethers, acetals and esters, or for further transformation toward compounds carrying a specific stereochemical pattern.
The characteristic that makes this material a preferred choice is the clarity of the stereochemical relationship between the two hydroxyl groups, which gives researchers a dependable point of reference when evaluating the outcome of dihydroxylation reactions, epoxide ring opening, or diketone reduction. The threo configuration can be distinguished from its erythro counterpart through spectroscopic data as well as chromatographic behaviour, so the compound is genuinely useful as a comparison standard in the determination of diastereoselectivity. The long dodecyl chain contributes good solubility in non-polar to semi-polar organic solvents while lending the molecule a pronounced lipophilic character, which is convenient during extraction and purification work.
In Indonesian laboratories, materials of this class are typically handled in organic synthesis groups at universities and research institutes, as well as in analytical and method-development settings where a well-defined stereochemical reference is needed. It is commonly drawn upon when a research team is verifying the stereochemical outcome of a newly developed reaction, preparing derivatives for further study, or building an internal comparison set for chromatographic and spectroscopic identification of diastereomeric diols.
Laboratory Applications
Stereochemical reference in diastereoselectivity studies — the defined threo relationship between the two carbinol centres provides a reliable benchmark against which reaction products can be compared.
Starting material for cyclic ether and acetal formation — the two adjacent hydroxyl groups allow ring closure and protecting-group chemistry to be carried out from a single, well-characterised substrate.
Esterification and derivatisation work — both hydroxyl functions are available for acylation, giving access to mono- and diesters useful in further synthetic or analytical study.
Comparison standard for dihydroxylation and epoxide ring-opening reactions — its known configuration lets researchers confirm whether a given method delivers the threo or erythro product.
Reference material in chromatographic and spectroscopic method development — the distinct behaviour of the threo isomer helps establish separation conditions and assignment criteria for diastereomeric long-chain diols.
Specifications
Brand: TCI
Product code: D2678
CAS number: 70859-33-5
Chemical name: threo-5,6-Dodecanediol
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
Storage: keep in the closed original container under the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry and well-ventilated area, away from direct sunlight, heat sources and incompatible chemicals, following the conditions given on the manufacturer's label and safety data sheet. Keep the material in its original packaging where possible; if transferred, use clean, dry, chemically compatible containers that are clearly labelled with the product name and CAS number. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, gloves and a laboratory coat. Avoid contact with skin and eyes and avoid breathing any dust or vapour. Use clean, dry spatulas and glassware to prevent contamination, close the container promptly after use, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures. Always consult the safety data sheet before first use.
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