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248940

(S)-(+)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate

Name: (<I>S</I>)-(+)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate
Brand: ALDRICH

97%

Synonym(s):

(S)-(+)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate, (S)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₃O₄P

CAS Number:

35193-64-7

Molecular Weight:

348.29

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24854963

MDL number:

MFCD00010045

Beilstein/REAXYS Number:

4787775

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Properties

Quality Level

100

assay

97%

form

solid

optical activity

[α]22/D +595°, c = 1.35 in methanol

functional group

phosphate

SMILES string

OP1(=O)Oc2ccc3ccccc3c2-c4c(O1)ccc5ccccc45

InChI

1S/C20H13O4P/c21-25(22)23-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)24-25/h1-12H,(H,21,22)

InChI key

JEHUZVBIUCAMRZ-UHFFFAOYSA-N

Description

Application

Used as a chiral Bronsted acid catalyst in the enantoselective Mannich reaction.

pictograms

GHS07

signalword

Warning

hcodes

H315

pcodes

P302 + P352

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

Chiral Phosphoric Acids: Versatile Organocatalysts with Expanding Applications

TRIP and TiPSY Chiral Phosphoric Acid Catalysts

手性磷酸：用途广泛的多功能有机催化剂

TRIP和TiPSY手性磷酸催化剂

A comparison of ionic liquids to molecular organic solvents as additives for chiral separations in micellar electrokinetic chromatography.

Simon M Mwongela et al.

Journal of separation science, 30(9), 1334-1342 (2007-07-12)

In this study, we report the effects of adding ionic liquids (ILs), as compared to adding conventional molecular organic solvents (MOSs), to aqueous buffer solutions containing molecular micelles in the separation of chiral analyte mixtures in micellar EKC (MEKC). The

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.

B Chankvetadze et al.

Chirality, 10(1-2), 134-139 (1998-02-21)

Twelve different disaccharides and a series of noncyclic malto- and cello-oligosaccharides were used as chiral selectors in capillary electrophoresis (CE). Most saccharides resolved the enantiomers of atropisomeric 1,1'-binaphthyl-2,2'-diyl hydrogen phosphate (BDHP) depending on the type (alpha or beta) and position

Chiral Brønsted acid catalyzed enantioselective Mannich-type reaction.

Masahiro Yamanaka et al.

Journal of the American Chemical Society, 129(21), 6756-6764 (2007-05-05)

Mannich-type reaction of ketene silyl acetals with aldimines proceeded catalytically by means of a phosphoric acid diester, derived from (R)-BINOL, as a chiral Brønsted acid to afford beta-amino esters with good diastereoselectivity in favor of the syn isomer and high

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Global Trade Item Number

SKU	GTIN
248940-5G	04061825928432
248940-1G	04061825928425