TCI H0824 (S,S)-(-)-Hydrobenzoin is the mirror-image partner of the (R,R) form of hydrobenzoin, an aromatic vicinal diol carrying two adjacent chiral centres and also known as (S,S)-1,2-diphenyl-1,2-ethanediol. Its role in the laboratory is that of a chiral building block, allowing researchers to install stereochemical information into a target molecule from the earliest stages of a synthetic route. From this compound, chemists can prepare chiral auxiliaries, ligands for transition metal catalysts, and chiral acetals that steer subsequent reactions toward one desired configuration in a controlled manner.
The practical advantage of this compound lies in its C2-symmetric framework, which makes both halves of the molecule equivalent. As a result, explanations of the origin of stereochemical induction become simpler and easier to defend in publication. Its two hydroxyl groups are readily converted into dioxolanes, cyclic ethers, esters, or phosphorus ligand precursors, while the pair of phenyl rings provides clear steric shielding around the reaction centre. The separate availability of both enantiomers is a distinct added value, since research teams can select the direction of chirality according to their target without needing to carry out a resolution step.
In Indonesian laboratories, this material is typically encountered in university and institutional research groups working on asymmetric synthesis, natural product chemistry, and the preparation of enantiomerically enriched intermediates. It supports methodology development work where a defined stereochemical reference point is required, as well as postgraduate research projects that explore chiral ligand and auxiliary design. Its use is generally on a research scale, weighed out for individual reaction steps rather than consumed in bulk processing.
TCI brochures (PDF)
- Chiral Building Blocks 2025-04-14 · p. 16
Related TCI products
- Chiral auxiliary preparation: the diol can be attached to a substrate and later removed, transferring stereochemical information to a new centre before being cleaved off cleanly.
- Ligand synthesis for transition metal catalysis: the two hydroxyl groups serve as anchoring points for building phosphorus-based and related ligands used in asymmetric catalytic reactions.
- Chiral acetal formation: condensation with carbonyl compounds gives dioxolanes that direct the approach of reagents and favour one configuration in the following step.
- Asymmetric methodology development: the C2-symmetric framework simplifies mechanistic interpretation, making it a useful reference substrate when researchers rationalise the origin of stereochemical induction.
- Enantiomer-selective route design: because both (S,S) and (R,R) forms are separately available, teams can choose the chirality direction required by their target without a resolution step.
| Brand | TCI |
|---|---|
| CAS number | 2325-10-2 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Asymmetric Synthesis > Chiral Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the currently listed size when ordering |
| Physical form | — |
| Storage | keep in the original closed container under the conditions stated on the manufacturer's label |
- Chemical identity: (S,S)-(-)-hydrobenzoin, also named (S,S)-1,2-diphenyl-1,2-ethanediol
Store the container tightly closed in a cool, dry, and well-ventilated place, away from direct sunlight, moisture, and incompatible chemicals, following the conditions indicated on the manufacturer's label and safety data sheet. The original supplier container is the most suitable storage vessel; if transfer is necessary, use a clean, dry, chemically compatible and clearly labelled container. Handle the material inside a fume hood using a laboratory coat, safety glasses, and suitable gloves, and avoid generating or inhaling dust during weighing. Keep the container closed when not in use, clean any spillage promptly, and dispose of residues and contaminated materials according to institutional chemical waste procedures.
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