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292966

Sigma-Aldrich

1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate

95%

Synonym(s):

BNDHP

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About This Item

Empirical Formula (Hill Notation):
C20H13O4P
CAS Number:
Molecular Weight:
348.29
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
Tom M H Choy et al.
Electrophoresis, 24(18), 3116-3123 (2003-10-01)
The feasibility of employing the "acetonitrile stacking" method in micellar electrokinetic chromatography (MEKC) for the on-line preconcentration and separation of enantiomers is demonstrated for the first time. The effects of various experimental parameters on the stacking and separation of three
Dorothee Wistuba et al.
Electrophoresis, 27(21), 4359-4363 (2006-10-06)
Native delta-CD has been employed as chiral selector in CE and MEKC. To investigate the potential of the enantiodiscriminating properties of delta-CD, negatively charged 5-dimethylamino-1-naphthalene-sulfonyl (dansyl)-, 2,4-dinitrophenyl (DNP)- and FMOC-derivatives of several amino acids, 1,1'-binaphthyl-2,2'-diylhydrogenphosphate, flavanones and three positively charged
Y Mechref et al.
Electrophoresis, 18(6), 912-918 (1997-06-01)
Three alkylglycoside surfactants, namely n-octyl-beta-D-glucopyranoside (OG), n-nonyl-beta-D-glucopyranoside (NG), and n-octyl-beta-D-maltopyranoside (OM), were compared in the enantiomeric separation of dansyl amino acids, binaphthyl phosphate, bupivacaine and warfarin. While only OM exhibited an enantioselectivity toward warfarin, bupivacaine, and dansyl tryptophan, all three

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