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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

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

Chiral selectivity of guanosine media in capillary electrophoresis.

Yingying Dong et al.

Electrophoresis, 32(13), 1735-1741 (2011-06-28)

Gels formed by self-association of monomeric guanosine compounds join numerous other agents such as cyclodextrins, crown ethers, chiral surfactants, antibiotics, proteins, and polysaccharides for chiral separations. Guanosine gels (G-gels) are self-assembled networks of hydrogen-bonded tetrads formed by guanosine nucleotides and

Comparative study on the enantiomer separation of 1,1'-binaphthyl-2,2'diyl hydrogenphosphate and 1,1'-bi-2-naphthol by liquid chromatography and capillary electrophoresis using single and combined chiral selector systems.

Anna Bielejewska et al.

Journal of chromatography. A, 977(2), 225-237 (2002-11-29)

The chiral recognition ability of single and dual selectors, that were used as additives, have been investigated by HPLC and CE. Native beta- and gamma-cyclodextrins, permethylated beta-cyclodextrin, hydroxypropyl-beta-cyclodextrin, cholic acid and taurodeoxycholic acid sodium salts were applied as chiral selectors

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Global Trade Item Number

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