(1R,2R,3S,5R)-(−)-Pinanediol
(1R,2R,3S,5R)-(−)-Pinanediol (CAS: 22422-34-0) is a chiral building block with the molecular formula C10H18O2 and a molecular weight of 170.25 g/mol. This compound is primarily utilised in asymmetric synthesis, serving as a key precursor for the preparation of chiral double allylation reagents. Its specific stereochemistry makes it valuable in enantioselective chemical transformations.
- IUPAC
- (−)-2-Hydroxyisopinocampheol,[1R-(1α,2α,3α,5α)]-2,6,6-Trimethylbicyclo[3.1.1]heptane-2,3-diol
- Synonyms
- (−)-Pinanediol(1R,2R,3S,5R)-(-)-PinanediolC10H18O2
Chiral Auxiliary in Asymmetric Synthesis
Used as a chiral auxiliary to direct stereoselective reactions. It is particularly noted for its role in preparing chiral double allylation reagents, enabling the synthesis of enantiomerically enriched products.
Organic Synthesis Intermediate
Serves as a versatile intermediate in organic synthesis, particularly where chirality is a critical factor. Its bicyclic structure and hydroxyl functionalities allow for diverse chemical modifications.
Preparation of Chiral Reagents
Facilitates the synthesis of specialised chiral reagents required for complex organic transformations, aiding in the production of pharmaceuticals and fine chemicals.
| Molecular weight | 170.25 |
|---|---|
| Empirical formula | C10H18O2 |
| Assay | 99% |
| Boiling point | 101-102 °C/1 mmHg(lit.) |
| Optical activity | [α]21/D −8.6°, c = 6.5 in toluene |
| Optical purity | ee: 97% (GLC) |
| Application | Used to prepare chiral double allylation reagents.1 |
| Melting point | 57-59 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Flash point | 110 °C / 230 °F |
| Water hazard class (WGK, DE) | 3 |
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 (1R,2R,3S,5R)-(−)-Pinanediol used for?
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(1R,2R,3S,5R)-(−)-Pinanediol is used in asymmetric synthesis, notably for preparing chiral double allylation reagents. It acts as a chiral auxiliary in stereoselective chemical transformations.
What are the CAS number and molecular formula for (1R,2R,3S,5R)-(−)-Pinanediol?
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The CAS number for (1R,2R,3S,5R)-(−)-Pinanediol is 22422-34-0, and its molecular formula is C10H18O2.
What grade and purity does Tech Serve Solutions supply for (1R,2R,3S,5R)-(−)-Pinanediol?
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Tech Serve Solutions supplies (1R,2R,3S,5R)-(−)-Pinanediol with an assay of 99% and an optical purity (ee) of 97%. This product is not supplied as USP, BP, or EP grade.
What are the safety considerations when handling (1R,2R,3S,5R)-(−)-Pinanediol?
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Handling (1R,2R,3S,5R)-(−)-Pinanediol requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or P1 (EN143) respirator filter is recommended. The flash point is 110 °C (230 °F), and it has a WGK Germany rating of 3.
Is (1R,2R,3S,5R)-(−)-Pinanediol a controlled substance?
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The provided data does not indicate that (1R,2R,3S,5R)-(−)-Pinanediol is a controlled substance.
How can I request a sample or quote for (1R,2R,3S,5R)-(−)-Pinanediol?
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To request a sample or a quote for (1R,2R,3S,5R)-(−)-Pinanediol, please contact the Tech Serve Solutions sales team via our website or direct inquiry.
How is (1R,2R,3S,5R)-(−)-Pinanediol typically shipped?
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(1R,2R,3S,5R)-(−)-Pinanediol is exported globally by Tech Serve Solutions, adhering to all necessary regulations for chemical transport.
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