1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 99%
1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 99%
1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 99%
Thermo Scientific Chemicals

1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 99%

CAS: 35193-63-6 | C20H13O4P | 348.294 g/mol
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1 g
5 g
Catalog number H60395.06
also known as H60395-06
Price (EUR)
107,00
Each
Quantity:
5 g
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Price (EUR)
107,00
Each
Chemical Identifiers
CAS35193-63-6
IUPAC Name13-hydroxy-12,14-dioxa-13λ⁵-phosphapentacyclo[13.8.0.0²,¹¹.0³,⁸.0¹⁸,²³]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-one
Molecular FormulaC20H13O4P
InChI KeyJEHUZVBIUCAMRZ-UHFFFAOYSA-N
SMILESOP1(=O)OC2=CC=C3C=CC=CC3=C2C2=C3C=CC=CC3=CC=C2O1
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SpecificationsSpecification SheetSpecification Sheet
Proton NMR>98.5%
1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, is used as a chiral chemical compound, a chiral ligand used in hydrocarboxylation reactions. Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds. A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid. Palladium derivatives have been used in asymmetric hydrocarboxylations, and rhodium derivatives have been used in dipolar cycloadditions.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1,1′-Binaphthyl-2,2′-diyl hydrogen phosphate, is used as a chiral chemical compound, a chiral ligand used in hydrocarboxylation reactions. Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds. A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid. Palladium derivatives have been used in asymmetric hydrocarboxylations, and rhodium derivatives have been used in dipolar cycloadditions.

Solubility
Extremely low soluble in water.

Notes
Keep container tightly closed in a dry and well-ventilated place. Stable under recommended storage conditions. Keep away from strong oxidizing agents.
RUO – Research Use Only

General References:

  1. H Nakamura.; A Sano.; H Sumii. Chiral Separation of (R, S)-1, 1'-Binaphthyl-2, 2'-diyl Hydrogenphosphate by Capillary Electrophoresis Using Monosaccharides as Chiral Selectors. Analytical sciences. 199814 (2), 375-378.