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Merck
CN

449539

Chlorocyclopentadienyl[(4S,5S)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium

97%

Synonym(s):

(4S,5S)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]titanium, (S,S)-Duthaler-Hafner reagent, [(4S,5S)-2,2-Dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]cyclopentadienyl-chlorotitanium

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About This Item

Empirical Formula (Hill Notation):
C36H33ClO4Ti
CAS Number:
140462-73-3
Molecular Weight:
612.96
UNSPSC Code:
12352000
PubChem Substance ID:
24868490

Key Documents

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Product Name

Chlorocyclopentadienyl[(4S,5S)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium, 97%

SMILES string

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

assay

97%

optical activity

[α]20/D +246°, c = 1 in chloroform

mp

209-213 °C (lit.)

Application

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
318443/1
08422LN

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Duthaler, R.O. Hafner, A.
Chemical Reviews, 92, 807-807 (1992)
Duthaler, R.O. et al.
Pure and Applied Chemistry. Chimie Pure Et Appliquee, 64, 1897-1897 (1990)
Duthaler, R.O. et al.
Pure and Applied Chemistry. Chimie Pure Et Appliquee, 62, 631-631 (1990)
Duthaler, R.O. et al.
Inorgorganica Chimica Acta, 222, 95-95 (1994)
A. Hafner et al.
Journal of the American Chemical Society, 114, 2321-2321 (1992)

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