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(R,R)-DUTHALER-HAFNER REAGENT

Product Name
(R,R)-DUTHALER-HAFNER REAGENT
CAS No.
132068-98-5
Chemical Name
(R,R)-DUTHALER-HAFNER REAGENT
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-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
CBNumber
CB9195367
Molecular Formula
C36H35ClO4Ti5*
Formula Weight
614.98
MOL File
132068-98-5.mol
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(R,R)-DUTHALER-HAFNER REAGENT Property

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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
449520
Product name
Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
Purity
97%
Packaging
100mg
Price
$75.1
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
OGM0001694
Product name
(R,R)-DUTHALER-HAFNER REAGENT
Purity
95.00%
Packaging
5MG
Price
$497.29
Updated
2021/12/16
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(R,R)-DUTHALER-HAFNER REAGENT Chemical Properties,Usage,Production

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 REAGENT Preparation Products And Raw materials

Raw materials

Preparation Products

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(R,R)-DUTHALER-HAFNER REAGENT Suppliers

China 5 Switzerland 1 United States 2 Global 8
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Switzerland
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132068-98-5, (R,R)-DUTHALER-HAFNER REAGENTRelated Search:

(R,R)-DUTHALER-HAFNER REAGENT BENZYLOXYACETALDEHYDE DIETHYL ACETAL BENZYLOXYACETALDEHYDE DIMETHYL ACETAL

  • (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
  • chlorocyclopentadienyl[(4r,5r)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
  • Duthaler-Hafner Reagent
  • (R,R)-Duthaler-Hafner reagent, [(4R,5R)-2,2-Dimethyl-1,3-dioxolan-4,5-bis(diphenylmethoxy)]cyclopentadienyl-chlorotitanium
  • (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
  • Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-alpha,alpha,alpha',alpha'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium 97%
  • Chloro(h5-cyclopentadienyl)[(4R,trans)-2,2-dimethyl-a,a,a
  • Chlorocyclopentadienyl[(4R,5R)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium
  • 132068-98-5
  • C36H33ClO4Ti
  • Chiral Catalysts, Ligands, and Reagents
  • Asymmetric Synthesis
  • Allylation