(R,R)-DUTHALER-HAFNER REAGENT
(R,R)-DUTHALER-HAFNER REAGENT Basic information
- Product Name:
- (R,R)-DUTHALER-HAFNER REAGENT
- Synonyms:
-
- (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
- (4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]titanium
- (R,5)-2,2-dime.-dioxolan-4,5-bis(diphe-nylmethoxy)cp-cl-ti
- Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-alpha,alpha,alpha,alpha-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
- CHLOROCYCLOPENTADIENYL((4R,5R)-DI-ME-TET RA -PHENYL-DIOXOLANE-DIMETHANOLATO)TI,97
- (4R,5R)-Chloro-cyclopentadienyl-[2,2-dimethyl-1,3-dioxolan-4,5-bis(diphenylmetho
- CAS:
- 132068-98-5
- MF:
- C36H35ClO4Ti5*
- MW:
- 614.98
- Mol File:
- 132068-98-5.mol
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(R,R)-DUTHALER-HAFNER REAGENT Chemical Properties
- 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 activity
- [α]20/D -246°, c = 1 in chloroform
- Merck
- 13,3505
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Safety Information
- 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
MSDS
- Language:English Provider:SigmaAldrich
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(R,R)-DUTHALER-HAFNER REAGENT Usage And Synthesis
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.
(R,R)-DUTHALER-HAFNER REAGENTSupplier
Sigma-Aldrich
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