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HomeProduct name list(DHQD)2PHAL

(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: 2023-04-23 13:52:06
(DHQD)2PHAL Structural

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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