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

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.

Specifications

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

• 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

SDS

RUO – Research Use Only