(DHQ)2PHAL
(DHQ)2PHAL, CAS 140924-50-1, is a vital chiral ligand with the molecular formula C48H54N6O4 and a molecular weight of 778.98 g/mol. This compound is a derivative of hydroquinine and plays a crucial role in asymmetric synthesis, particularly as a ligand in the Sharpless Asymmetric Dihydroxylation reaction. Its application facilitates the enantioselective preparation of specific diols, making it an indispensable tool in advanced organic synthesis and pharmaceutical research.
- IUPAC
- Hydroquinine 1,4-phthalazinediyl diether
Sharpless Asymmetric Dihydroxylation Ligand
(DHQ)2PHAL serves as an essential chiral ligand in the Sharpless Asymmetric Dihydroxylation (AD) reaction. This reaction is instrumental for the enantioselective synthesis of vicinal diols from olefins.
Enantioselective Synthesis of syn-3,5-hydroxycarboxylates
It is employed in the preparation of syn-3,5-hydroxycarboxylates from various dienoates, facilitating stereocontrolled synthesis pathways critical for pharmaceutical intermediates.
Chiral Catalyst Component
As a component of privileged ligand systems, (DHQ)2PHAL contributes to the development of highly selective catalytic systems for complex organic transformations.
| Molecular weight | 778.98 |
|---|---|
| Empirical formula | C48H54N6O4 |
| Assay | ≥95% |
| Optical activity | [α]22/D +336°, c = 1.2 in methanol |
| Application | Ligand for Sharpless Asymmetric Dihydroxylation employed in an enantioselective preparation of syn-3,5-hydroxycarboxylates from (E,E)- or (E,Z)-1,3-dienoates.1 |
| Melting point | 178 °C (dec.)(lit.) |
Hazard statements
- H317May cause an allergic skin reaction
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| 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 (DHQ)2PHAL primarily used for?
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(DHQ)2PHAL is primarily used as a chiral ligand in the Sharpless Asymmetric Dihydroxylation reaction for the enantioselective synthesis of diols and related compounds.
What are the CAS number and molecular formula for (DHQ)2PHAL?
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The CAS number is 140924-50-1, and the molecular formula is C48H54N6O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (DHQ)2PHAL with a minimum purity of ≥95%. This product is supplied for research and development purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.
How should (DHQ)2PHAL be handled safely?
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Handling requires appropriate personal protective equipment, including eyeshields, faceshields, and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Refer to the safety data sheet for comprehensive guidance.
Is (DHQ)2PHAL a controlled substance?
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The provided data does not indicate that (DHQ)2PHAL is a controlled substance.
How is (DHQ)2PHAL typically packed and shipped?
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Chemicals are carefully packed and exported by Tech Serve Solutions in compliance with all relevant international shipping regulations for hazardous materials.
How can I request a sample or quote for (DHQ)2PHAL?
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Please contact our sales team through our website or by phone to request a sample or a quotation for (DHQ)2PHAL.
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