(2S,5S)-2,5-Hexanediol
(2S,5S)-2,5-Hexanediol (CAS: 34338-96-0) is a chiral diol with the linear formula CH3CH(OH)CH2CH2CH(OH)CH3 and a molecular weight of 118.17 g/mol. This C2-symmetric compound serves as a valuable chiral auxiliary and building block in asymmetric synthesis. It is particularly useful in the preparation of phospholanes and trans-2,5-dimethylpyrrolidine, contributing to the creation of complex chiral molecules.
- Synonyms
- 34338-96-0CH3CH(OH)CH2CH2CH(OH)CH3
Chiral Auxiliary and Building Block
Utilised in asymmetric synthesis, (2S,5S)-2,5-Hexanediol acts as a crucial chiral auxiliary and building block. Its C2 symmetry is advantageous for directing stereoselective reactions in the synthesis of enantiomerically enriched compounds.
Synthesis of Phospholanes
This diol is employed as a precursor in the synthesis of phospholanes. These heterocyclic compounds are important intermediates in organometallic chemistry and catalysis.
Preparation of Chiral Amines
(2S,5S)-2,5-Hexanediol is a documented building block for the synthesis of chiral amines such as trans-2,5-dimethylpyrrolidine, which are frequently used in pharmaceutical research and development.
Chiral Ligand Development
The stereochemistry of (2S,5S)-2,5-Hexanediol makes it suitable for the development of chiral ligands. These ligands can be employed in asymmetric catalysis to control the stereochemical outcome of reactions.
| Molecular weight | 118.17 |
|---|---|
| Linear formula | CH3CH(OH)CH2CH2CH(OH)CH3 |
| Assay | 99% |
| Boiling point | 212-215 °C(lit.) |
| Optical activity | [α]20/D +34.5°, c = 9 in chloroform |
| Optical purity | ee: 99% (GLC) |
| Application | Used in the synthesis of phospholanes.1 A building block in the synthesis of trans-2,5-dimethylpyrrolidine.2 C2 symmetric chiral diol with versatile applications as a chiral auxiliary,3,4 building block,5,6,7 and chiral ligand.8,9 |
| Melting point | 50-53 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 102 °C / 215.6 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (2S,5S)-2,5-Hexanediol used for?
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(2S,5S)-2,5-Hexanediol is used as a chiral auxiliary, a building block in chemical synthesis, and in the preparation of phospholanes and chiral amines like trans-2,5-dimethylpyrrolidine. It is also used in the development of chiral ligands for asymmetric catalysis.
What is the CAS number and molecular formula for (2S,5S)-2,5-Hexanediol?
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The CAS number for (2S,5S)-2,5-Hexanediol is 34338-96-0. Its linear formula is CH3CH(OH)CH2CH2CH(OH)CH3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (2S,5S)-2,5-Hexanediol with an assay of 99% and an optical purity of ee: 99% (GLC). This is a research-grade material, and TSS does not represent it as USP, BP, or EP grade.
How should (2S,5S)-2,5-Hexanediol be handled safely?
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According to GHS classification, (2S,5S)-2,5-Hexanediol is a warning substance. It is harmful if swallowed (H302), causes skin irritation (H315), causes serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Handle in a well-ventilated area.
Is (2S,5S)-2,5-Hexanediol a controlled substance?
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The provided data does not indicate that (2S,5S)-2,5-Hexanediol is a controlled substance.
How is (2S,5S)-2,5-Hexanediol packed and shipped globally?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. Products are packed and shipped according to international regulations to ensure safe and compliant delivery worldwide.
How can I request a quote or sample for (2S,5S)-2,5-Hexanediol?
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To request a quote or a sample of (2S,5S)-2,5-Hexanediol, please contact the Tech Serve Solutions sales team through our official website or listed contact details.
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