| Identification | Back Directory | [Name]
(R,R)-DUTHALER-HAFNER REAGENT | [CAS]
132068-98-5 | [Synonyms]
Duthaler-Hafner Reagent
(R,R)-DUTHALER-HAFNER REAGENT
Chloro(h5-cyclopentadienyl)[(4R,trans)-2,2-dimethyl-a,a,a
(R,5)-2,2-dime.-dioxolan-4,5-bis(diphe-nylmethoxy)cp-cl-ti
(4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmetho
CHLOROCYCLOPENTADIENYL((4R,5R)-DI-ME-TET RA -PHENYL-DIOXOLANE-DIMETHANOLATO)TI,97
[(4R,5R)-2,2-DIMETHYL-1,3-DIOXOLAN-4,5-BIS(DIPHENYLMETHOXY)]CYCLOPENTADIENYL-CHLOROTITANIUM
(4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]titanium
chlorocyclopentadienyl[(4r,5r)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-alpha,alpha,alpha,alpha-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
CHLOROCYCLOPENTADIENYL[(4R,5R)-2,2-DIMETHYL-ALPHA,ALPHA,ALPHA',ALPHA'-TETRAPHENYL-1,3-DIOXOLANE-4,5-DIMETHANOLATO]TITANIUM
(R,R)-Duthaler-Hafner reagent, [(4R,5R)-2,2-Dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]cyclopentadienyl-chlorotitanium
Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-alpha,alpha,alpha',alpha'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium 97%
(R,R)-Duthaler-Hafner reagent, [(4R,5R)-2,2-Dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]cyclopentadienyl-chlorotitanium, (4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]titanium | [Molecular Formula]
C36H35ClO4Ti5* | [MDL Number]
MFCD00143370 | [MOL File]
132068-98-5.mol | [Molecular Weight]
614.98 |
| Chemical Properties | Back Directory | [Melting point ]
209-213 °C | [alpha ]
D20 -246° (c = 1 in CHCl3) | [storage temp. ]
2-8°C | [solubility ]
sol toluene (ca. 370 mg mL-1), THF (ca. 470 mg mL-1), diethyl ether (ca. 150 mg mL-1) | [form ]
powder or crystals | [color ]
pale yellow | [Optical Rotation]
[α]20/D -246°, c = 1 in chloroform | [Merck ]
13,3505 | [InChIKey]
LTNGUQMGXWBBMV-CRMRIEQBSA-M | [SMILES]
Cl[Ti].[CH]1[CH][CH][CH][CH]1.CC2(C)O[C@H]([C@@H](O2)C(O)(c3ccccc3)c4ccccc4)C(O)(c5ccccc5)c6ccccc6 |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
34 | [Safety Statements ]
26-36/37/39-45 | [RIDADR ]
UN 3261 8/PG 2 | [WGK Germany ]
3 | [F ]
10-21 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Uses]
A novel highly enantioselective allyl-transfer reagent. Excellent regio-, diastereo-, and enantioselectivities (usually >95% ee, >95% de) are obtained for the addition of allyl nucleophiles to aldehydes. Although this reagent is used in stoichiometric amounts, the chiral ligand and monocyclopentadienyltitanium trichloride can be easily recovered. | [storage]
the dry solid must be stored under exclusion of moisture and UV at rt
(brown, tightly sealed bottle). It can, however, be handled quickly in the open, e.g. for weighing. Reactions
should be carried out in dry equipment and with absolute solvents under argon or N2. |
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