Identification | More | [Name]
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate | [CAS]
39648-67-4 | [Synonyms]
(+/-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE 1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE (+/-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL HYDROGENPHOSPHATE 2-HYDROXY-2LAMBDA5-DINAPHTHO[2,1-D:1,2-F][1,3,2]DIOXAPHOSPHEPIN-2-ONE R(-)-1,1'-BI-2-NAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE (R)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE (R)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL-PHOSPHATE (R)-(-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE (R)-(-)-1,1-BINAPHTHYL-2,2-DIYL HYDROGENPHOSPHATE (R)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE (R)-(-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL HYDROGENPHOSPHATE (R)-4-HYDROXY DINAPHTHO[2,1-D:1',2'-F][1,3,2]-DIOXAPHOSPHEPIN-4-OXID (R)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE (R)-(-)-BNPA (R)-(-)-BNP ACID (R)-(-)-BPA S(+)-1,1'-BI-2-NAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE (S)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE S(+)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE (S)-(+)-1,1'-BINAPHTHELENE-2,2'-DIYL-PHOSPHATE | [EINECS(EC#)]
609-734-1 | [Molecular Formula]
C20H14O4P | [MDL Number]
MFCD00010045 | [Molecular Weight]
349.3 | [MOL File]
39648-67-4.mol |
Chemical Properties | Back Directory | [Appearance]
off-white powder | [Melting point ]
≥300 °C
| [alpha ]
-607.5 º (c=1.4,MeOH) | [Boiling point ]
619.5±38.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [refractive index ]
-595 ° (C=1, MeOH) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Solubility in hot Methanol, almost transparency. | [form ]
Powder | [pka]
1.14±0.20(Predicted) | [color ]
white | [optical activity]
[α]20/D 605°, c = 1.35 in methanol | [Usage]
The R enantiomer of binaphthol derivative as chiral quenching agent. | [BRN ]
4713363 | [InChI]
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) | [InChIKey]
JEHUZVBIUCAMRZ-UHFFFAOYSA-N | [SMILES]
O=P1(OC2C=CC3C=CC=CC=3C=2C2=C3C=CC=CC3=CC=C2O1)O | [CAS DataBase Reference]
39648-67-4(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S22:Do not breathe dust . | [RIDADR ]
3464 | [WGK Germany ]
3
| [RTECS ]
RZ2475100
| [F ]
10-23 | [HS Code ]
29199000 |
Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
chiral ligand for hydroxycarboxylations, complexes rhodium | [Uses]
The R enantiomer of binaphthol derivative as chiral quenching agent. | [Purification Methods]
Recrystallise it from EtOH. Reflux for 3hours in N NaOH is required to hydrolyse the cyclic phosphate. [Jacques et al. Tetrahedron Lett 4617 1971, Arnold et al. Tetrahedron 24, 343 1983.] |
Questions And Answer | Back Directory | [Reaction]
- Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
- Highly efficient Mannich reaction.
- Acidic Resolving agent for certain amine/racemic mixtures.
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