Thermo Scientific Chemicals

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%, Thermo Scientific Chemicals

Catalog number: L14149.03
1 g, Each
Thermo Scientific Chemicals

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%, Thermo Scientific Chemicals

Catalog number: L14149.03
1 g, Each
Quantity
Catalog number: L14149.03
also known as L14149-03
Price (USD)
Quantity
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Chemical Identifiers

CAS
39648-67-4
IUPAC Name
13-oxo-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-olate
Molecular Formula
C20H12O4P
InChI Key
JEHUZVBIUCAMRZ-UHFFFAOYSA-M
SMILES
[O-]P1(=O)OC2=CC=C3C=CC=CC3=C2C2=C3C=CC=CC3=CC=C2O1
Appearance (Color)
White
Form
Powder
Assay (Aqueous acid-base Titration)
≥98.0%
Enantiomeric excess
≥99.0%

Description

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate is 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. Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.

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
(R)-(-)-1,1′-Binaphthyl-2,2′-diyl hydrogen phosphate is 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. Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.

Solubility
Solubility in hot Methanol, almost transparency.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agents.
RUO – Research Use Only

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