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(-)-DIOP

Basic information Safety Supplier Related

(-)-DIOP Basic information

Product Name:
(-)-DIOP
Synonyms:
  • (2r,3r)-(-)-1,4-Bis(Diphenyl
  • (-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, 98% 1GR
  • (4R,5R)-(-)-4,5-Bis(diphenylphosphinoMethyl)-2,2-diMethyl-1,3-dioxolane,99% (R,R)-DIOP
  • (4R,5R)-(-)-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane (-)-DIOP (2R,3R)-(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane
  • )-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(dipheny
  • (4R,5R)-(-)-2,2-Dimethyl-4,5-bis((diphenylphosphino)methyl)-1,3-dioxolane
  • (4R,5R)-(-)-4,5-Bis(diphenylphosphinoMethyl)-2,2-diMethyl-1,3-dioxolane,(R,R)-DIOP.
  • (-)-DIOP (-)-2,2-dimethyl-4,5-((diphenylphosphino)dimethyl)dioxolane
CAS:
32305-98-9
MF:
C31H32O2P2
MW:
498.54
EINECS:
250-984-2
Product Categories:
  • organophosphine ligand
  • DIOP Series
  • Asymmetric Synthesis
  • Dioxanes & Dioxolanes
  • Dioxolanes
  • Chiral Phosphine
  • Phosphine Ligands
  • Synthetic Organic Chemistry
Mol File:
32305-98-9.mol
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(-)-DIOP Chemical Properties

Melting point:
88-90 °C(lit.)
alpha 
-26° (c 2.0, CHCl3)
Boiling point:
590.3±25.0 °C(Predicted)
storage temp. 
2-8°C
form 
Powder
color 
white
optical activity
[α]19/D 26°, c = 2.3 in chloroform
Sensitive 
Air Sensitive
BRN 
1441045
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37
WGK Germany 
3
10-23
TSCA 
No
HS Code 
29329990

MSDS

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(-)-DIOP Usage And Synthesis

Chemical Properties

white powder

Uses

For the in situ preparation of chiral hydrogenation catalysts.

General Description

(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane is a C2 chelating diphosphine ligand for transition metal complexes during asymmetric catalysis.

Purification Methods

It has been recrystallised from *C6H6/pet ether. After 2 recrystallisations from EtOH, it was pure by TLC on silica gel using Me2CO/hexane as solvent. [Kagan & Dang J Am Chem Soc 94 6429 1972.] Lanthanide shift reagents See in “Aliphatic Compounds”, Chapter 4, europium (III) acetate above and Eu(tmc)3 and Eu(tfc)3 below.

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