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  7. (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%

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

Catalog No. p-7046386
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250 mg
1 g
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AAL14149MD 250 mg
AAL1414903 1 g
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Catalog No. AAL14149MD Supplier Thermo Scientific Chemicals Supplier No. L14149MD
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Description

CAS: 39648-67-4 | C20H12O4P | 347.29 g/mol

(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.

Chemical Identifiers

CAS 39648-67-4
Molecular Formula C20H12O4P
Molecular Weight (g/mol) 347.29
MDL Number MFCD00010045
InChI Key JEHUZVBIUCAMRZ-UHFFFAOYSA-M
Synonym 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, s-+-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, r---1,1'-binaphthyl-2,2'-diyl hydrogenphosphate, 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, r---bnp acid, 11bs-4-hydroxydinaphtho 2,1-d:1',2'-f 1,3,2 dioxaphosphepine 4-oxide, r---1,1'-binaphthyl-2,2'-diyl hydrogen phosphate, r-4-hydroxydinaphtho 2,1-d:1',2'-f 1,3,2 dioxaphosphepine 4-oxide, s-+-bnp acid, 4-hydroxydinaphtho 2,1-d:1',2'-f 1,3,2 dioxaphosphepine 4-oxide
PubChem CID 99589
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
SMILES [O-]P1(=O)OC2=CC=C3C=CC=CC3=C2C2=C3C=CC=CC3=CC=C2O1

Specifications

Melting Point >300°C
Quantity 250 mg
Beilstein 4713363
Optical Rotation −605° (c=1 in Methanol)
Formula Weight 348.29
Percent Purity ≥98%
Chemical Name or Material (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate

Safety and Handling

Hazard Category H302+H312+H332-H315-H319-H335
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
DOTInformation Hazard Class: 6.1; Packaging Group: III
TSCA No
Recommended Storage Ambient temperatures

RUO – Research Use Only