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(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

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(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Basic information

Product Name:
(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
Synonyms:
  • (S)-(+)-BNP ACID
  • (S)-(+)-BNPA
  • (S)-(+)-BPA
  • (S)-4-HYDROXY DINAPHTHO[2,1-D:1',2'-F][1,3,2]-DIOXAPHOPHEPIN-4-OXID
  • (S)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE
  • (S)-(+)-1,1'-BINAPHTHELENE-2,2'-DIYL-PHOSPHATE
  • (S)-(+)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE
  • S-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE
CAS:
35193-64-7
MF:
C20H13O4P
MW:
348.29
EINECS:
233-305-4
Product Categories:
  • Chiral Compound
  • Analytical Chemistry
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • for Resolution of Bases
  • Optical Resolution
  • Chiral Compounds
  • chiral
  • API intermediates
  • Synthetic Organic Chemistry
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Chiral Phosphine
  • bc0001
Mol File:
35193-64-7.mol
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(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Chemical Properties

Melting point:
≥300 °C
alpha 
607.5 º (c=1.4,MeOH)
Boiling point:
619.5±38.0 °C(Predicted)
Density 
1.49±0.1 g/cm3(Predicted)
refractive index 
595 ° (C=1, MeOH)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO and methanol (hot).
form 
Powder
pka
1.14±0.20(Predicted)
color 
white
optical activity
[α]22/D +595°, c = 1.35 in methanol
BRN 
4787775
CAS DataBase Reference
35193-64-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
WGK Germany 
3
RTECS 
RZ2475100
10-23
HS Code 
29199000

MSDS

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(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Usage And Synthesis

Reaction

  1. Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
  2. Highly efficient Mannich reaction
  3. Acidic Resolving agent for certain amine/racemic mixtures.  

Chemical Properties

white to light yellow crystal powde

Uses

The S enantiomer of binaphthol derivative as chiral quenching agent.

Uses

Used as a chiral Bronsted acid catalyst in the enantoselective Mannich reaction.

Purification Methods

Recrystallise it from EtOH. Reflux for 3hours in N NaOH is required to hydrolyse the cyclic phosphate. [Jacques et al. Tetrahedron Lett 4617 1971, Arnold et al. Tetrahedron 24, 343 1983.]

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphateSupplier

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