(DHQD)2PHAL
Synonym(s):Hydroquinidine 1,4-phthalazinediyl diether
- CAS NO.：140853-10-7
- Empirical Formula: C48H54N6O4
- Molecular Weight: 778.98
- MDL number: MFCD00198107
- EINECS: 1308068-626-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-09-25 17:15:13
What is (DHQD)2PHAL?
Description
Hydroquinidine 1,4-phthalazinediyl diether, commonly abbreviated as (DHQD)2PHAL, is a widely used ligand for the Sharpless asymmetric dihydroxylation reaction. Nobel Prize–winning (2001) chemist K. Barry Sharpless and coauthors?reviewed its use?in 1994. It is sold by Sigma-Aldrich–Fluka.
The Uses of (DHQD)2PHAL
(DHQD)2PHAL is a monomeric cinchona alkaloid dimer used as a catalyst for asymmetric halogenations.
The Uses of (DHQD)2PHAL
(DHQD)2PHAL may be used as ligand for:
- Osmium trioxide catalyzed asymmetric dihydroxylation of olefins.
- Palladium catalyzed Suzuki-Miyaura coupling of aryl/heteroaryl halides with aryl boronic acids in aqueous medium and in the absence of phosphine/organic solvent.
- Copper(I)-catalyzed azide-alkyne cycloaddition reaction to synthesize 1,2,3-triazoles in water.
What are the applications of Application
(DHQD)2PHAL is a chinchona alkaloid used as a ligand for Sharpless Asymmetric Dihydroxylation
General Description
(DHQD)2PHAL is a modified cinchona alkaloid derivative mainly used as a ligand for enantioselective catalysis.
Properties of (DHQD)2PHAL
| Melting point: | 160 °C (dec.)(lit.) |
| alpha | -262 º (C=1.2 IN MEOH) |
| Density | 1.3 |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly) |
| form | Solid |
| pka | 9.61±0.70(Predicted) |
| color | White to Pale Yellow |
| optical activity | [α]22/D 262°, c = 1.2 in methanol |
| BRN | 5475678 |
| CAS DataBase Reference | 140853-10-7(CAS DataBase Reference) |
Safety information for (DHQD)2PHAL
Computed Descriptors for (DHQD)2PHAL
| InChIKey | YUCBLVFHJWOYDN-SOBQURILSA-N |
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