449520

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

97%

• Synonym(s): (4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]titanium, (R,R)-Duthaler-Hafner reagent, [(4R,5R)-2,2-Dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]cyclopentadienyl-chlorotitanium
• Empirical Formula (Hill Notation): C₃₆H₃₃ClO₄Ti
• CAS Number: 132068-98-5
• Molecular Weight: 612.96
• UNSPSC Code: 12352101
• PubChem Substance ID: 24868488
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 97%
• optical activity: [α]20/D -246°, c = 1 in chloroform
• mp: 209-213 °C (lit.)
• 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
• InChI: 1S/C31H30O4.C5H5.ClH.Ti/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26;1-2-4-5-3-1;;/h3-22,27-28,32-33H,1-2H3;1-5H;1H;/q;;;+1/p-1/t27-,28-;;;/m1.../s1
• InChI key: LTNGUQMGXWBBMV-CRMRIEQBSA-M

Description

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Skin Corr. 1B
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves