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ChemicalBook--->CAS DataBase List--->32305-98-9

32305-98-9

32305-98-9 Structure

32305-98-9 Structure
IdentificationBack Directory
[Name]

(-)-DIOP
[CAS]

32305-98-9
[Synonyms]

(-)-DIOP
(R)-DIOP
(R,R)-DIOP
(4R,5R)-DIOP
(2r,3r)-(-)-1,4-Bis(Diphenyl
(4R,5R)-(-)-4,5-BIS(DIPHENYLPHOSPHINOMET
(-)-1,4-Bis-(diphenylphosphino)-2,3-dihydroxy-2,3-
(-)-2,3-O-ISOPROPYLIDENE-2,3-*DIHYDROXY- 1,4-BIS(DIP
)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(dipheny
(-)-2,2-dimethyl-4,5-((diphenylphosphino)dimethyl)dioxolane
Isopropenyl-2,3-dihydroxy-1,4-Bis (diphenylphosphino) butane
2,2-Dimethyl-4β,5α-bis(diphenylphosphinomethyl)-1,3-dioxolane
(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)
(4R)-2,2-Dimethyl-4β,5α-bis(diphenylphosphinomethyl)-1,3-dioxolane
(-)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYLPHOSPHINO)BUTANE
(4R,5R)-(-)-BIS(DIPHENYLPHOSPHINOMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
(4R,5R)-4,5-BIS(DIPHENYLPHOSPHINO-METHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
(-)-2,3-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYLPHOSPHINO)BUTANE
(4R,5R)-(-)-4,5-BIS(DIPHENYLPHOSPHINOMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
(4R,5R)-(-)-2,2-Dimethyl-4,5-bis((diphenylphosphino)methyl)-1,3-dioxolane
(-)-1,4-BIS(DIPHENYLPHOSPHINO)-1,4-DIDEOXY-2,3-O-ISOPROPYLIDENE-L-THREITOL
(2R,3R)-(-)-1,4-BIS(DIPHENYLPHOSPHINO)-2,3-O-ISOPROPYLIDENE-2,3-BUTANEDIOL
(4R 5R)-(-)-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYLPHOSPHINO)BUTANE
(4R,5R)-trans-4,5-Bis[(diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxolane
(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane 98%
(R,R)-(-)-2,3-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYL-PHOSPHINO)BUTANE
(2R,3R)-(-)-2,3-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYLPHOSPHINO)BUTANE
Phosphine, (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diylbis(methylene)bisdiphenyl-
(-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, 98% 1GR
[(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)bis(diphenylphosphine)
[[(4R)-2,2-Dimethyl-1,3-dioxolane-4β,5α-diyl]bis(methylene)]bis(diphenylphosphine)
(4R,5R)-(-)-4,5-Bis(diphenylphosphinoMethyl)-2,2-diMethyl-1,3-dioxolane,(R,R)-DIOP.
(-)(2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane) OR (-)DIOP
(4R,5R)-(-)-4,5-Bis(diphenylphosphinomethyl)-2,2- dimethyl-1,3-dioxolane for synthesis
(4R,5R)-(-)-4,5-Bis(diphenylphosphinoMethyl)-2,2-diMethyl-1,3-dioxolane,99% (R,R)-DIOP
(4R-TRANS)-[(2,2-DIMETHYL-1,3-DIOXOLANE-4,5-DIYL)BIS(METHYLENE)]BIS(DIPHENYLPHOSPHINE)
(4R,5R)-(-)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane,99.5%(R,R)-DIOP
1,1'-[[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[1,1-diphenyl-Phosphine
1,1'-[[(4R,5R)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[1,1-diphenylphosphine],99%e.e.
(-)-DIOP, (-)-2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane, (4R,5R)-4,5-Bis(diphenylphosphino-methyl)-2,2-dimethyl-1,3-dioxolane
(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
(R,R)-DIOP, (-)-1,4-Bis(diphenylphosphino)-1,4-dideoxy-2,3-O-isopropylidene-L-threitol, (4R,5R)-4,5-Bis(diphenylphosphino-methyl)-2,2-dimethyl-1,3-dioxolane, (4R-trans)-[(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis(diphenylphosphine)
[EINECS(EC#)]

250-984-2
[Molecular Formula]

C31H32O2P2
[MDL Number]

MFCD00014107
[MOL File]

32305-98-9.mol
[Molecular Weight]

498.53
Chemical PropertiesBack Directory
[Appearance]

white powder
[Melting point ]

88-90 °C(lit.)
[alpha ]

-26° (c 2.0, CHCl3)
[Boiling point ]

590.3±25.0 °C(Predicted)
[storage temp. ]

0-6°C
[form ]

Powder
[color ]

white
[optical activity]

[α]19/D 26°, c = 2.3 in chloroform
[Sensitive ]

Air Sensitive
[BRN ]

1441045
Hazard InformationBack Directory
[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.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37
[WGK Germany ]

3
[F ]

10-23
[TSCA ]

No
[HS Code ]

29329990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->Sodium-->PETROLEUM ETHER-->Lithium Aluminum Hydride-->p-Toluenesulfonic acid-->Triethyl orthoformate-->Triphenylphosphine-->Methanesulfonyl chloride-->Lithium-->D-(-)-Tartaric Acid-->(2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-DIOP(32305-98-9)MS
(-)-DIOP(32305-98-9)1HNMR
(-)-DIOP(32305-98-9)31PNMR
(-)-DIOP(32305-98-9)IR1
(-)-DIOP(32305-98-9)IR2
(-)-DIOP(32305-98-9)Raman
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