(-)-DIOP

(-)-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.;(4R,5R)-(-)-4,5-BIS(DIPHENYLPHOSPHINOMET
CAS:32305-98-9
MF:C31H32O2P2
MW:498.54
EINECS:250-984-2
Product Categories:organophosphine ligand;DIOP Series;Chiral Phosphine;Asymmetric Synthesis;Dioxanes & Dioxolanes;Dioxolanes;Phosphine Ligands;Synthetic Organic Chemistry
Mol File:32305-98-9.mol
(-)-DIOP Structure
(-)-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
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(-)-DIOP Usage And Synthesis
Chemical Propertieswhite powder
UsesFor 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 MethodsIt 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.
Isopropenylboronic acid pinacol ester (-)-Taddol Diphenylphosphine (+)-DIOP,(S,S)-DIOP,(4S,5S)-(+)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane,99.5%(S,S)-DIOP 1,4-Bis(diphenylphosphino)butane (2R,3R)-(+)-BIS(DIPHENYLPHOSPHINO)BUTANE 2,4-DIMETHYL, 1,3-DIOXALONE (-)-DIOP 2,2,4-TRIMETHYL-1,3-DIOXOLANE BUTYLDIPHENYLPHOSPHINE 1,4-BIS(DIMETHYLPHOSPHINO)BUTANE 1,3-Dioxolane 2-HYDROXYETHYLPHOSPHINE Flexol plasticizer diop (-)-MOD-DIOP 2-METHYL-1,3-DIOXOLANE 2,2-Diethoxypropane 2,2-DIMETHYL-1,3-DIOXOLANE

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