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39648-67-4 - (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+% - (R)-(-)-1,1'-Binaphthalene-2,2'-diyl hydrogen phosphate - (R)-(-)-BNP acid - L14149 - Alfa Aesar

L14149 (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%

CAS Number
39648-67-4
Synonyms
(R)-(-)-1,1'-Binaphthalene-2,2'-diyl hydrogen phosphate
(R)-(-)-BNP acid

Size Price ($) Quantity Availability
250mg 36.40
1g 100.00
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(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%

MDL
MFCD00010045

Chemical Properties

Formula
C20H13O4P
Formula Weight
348.29
Melting point
>300°
Solubility
Solubility in hot Methanol, almost transparency.

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from oxidizing agents.

Literature References

Masahiro Yamanaka; Junji Itoh; Kohei Fuchibe; Takahiko Akiyama. Chiral Brønsted acid catalyzed enantioselective Mannich-type reaction. Journal of the American Chemical Society. 2007, 129, (21), 6756-6764.

Bezhan Chankvetadze; Mayuko Saito; Eiji Yashima and Yoshio Okamoto. Enantioseparation of atropisomeric 1,1?-binaphthyl-2,2?-diyl hydrogen phosphate in capillary electrophoresis by using di- and oligosaccharides as chiral selectors: di- and oligosaccharide chiral selectors in capillary electrophoresis. Chirality. 1998, 10, (1-2), 134-139.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
4713363
Harmonized Tariff Code
2919.90
TSCA
No

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