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(-)-Taddol

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(-)-Taddol Basic information

Product Name:
(-)-Taddol
Synonyms:
  • (4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
  • (4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-DIOXOLANE
  • (-)-4,5-BIS[HYDROXY(DIPHENYL)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE
  • (R,R)-TADDOL
  • (R,R)-(-)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-L-THREITOL
  • (-)-TADDOL
  • TADDOL
  • SEEBACH REAGENT
CAS:
93379-48-7
MF:
C31H30O4
MW:
466.58
Product Categories:
  • Asymmetric Synthesis
  • Biochemistry
  • Dioxanes & Dioxolanes
  • Dioxolanes
  • O-Substituted Sugars
  • Sugar Alcohols
  • chiral
  • Sugars
  • Synthetic Organic Chemistry
  • CHIRAL CHEMICALS
  • Chiral Oxygen
  • TADDOL Series
Mol File:
93379-48-7.mol
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(-)-Taddol Chemical Properties

Melting point:
193-195 °C(lit.)
alpha 
-65.5 º (c=1, CHCl3)
Boiling point:
489.39°C (rough estimate)
Density 
1.0864 (rough estimate)
refractive index 
-69 ° (C=1, CHCl3)
storage temp. 
Inert atmosphere,Room Temperature
pka
12.28±0.29(Predicted)
form 
Powder
color 
white
optical activity
[α]19/D 62.6°, c = 1 in chloroform
BRN 
3657855
InChIKey
RNSJHECWLNVNFE-KYJUHHDHSA-N
CAS DataBase Reference
93379-48-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/38-36/37/38-20/21/22
Safety Statements 
24/25-36-26
WGK Germany 
3
HS Code 
29329970

MSDS

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(-)-Taddol Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bonding

Catalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amides

Reactant or reagent involved in:

  • Enantioswitching of catalytic asymmetric hydroboration
  • Synthesis of derivative ligands for asymmetric hydroformylation of alkenes
  • Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes
  • Addition of deactivated alkyl Grignard reagents to aldehydes

(-)-TaddolSupplier

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