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39648-67-4

39648-67-4 Structure

39648-67-4 Structure
IdentificationMore
[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 PropertiesBack 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 Rotation]

[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315
[Precautionary statements ]

P264-P280-P302+P352-P332+P313-P362+P364
[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
[REACH Registrations]

Active
[HS Code ]

29199000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Skin Irrit. 2
Hazard InformationBack 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 AnswerBack Directory
[Reaction]

  1. Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
  2. Highly efficient Mannich reaction.
  3. Acidic Resolving agent for certain amine/racemic mixtures.
Reactions of 39648-67-4
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(39648-67-4)MS
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(39648-67-4)1HNMR
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(39648-67-4)IR1
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(39648-67-4)IR2
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(39648-67-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate, 99%(39648-67-4)
[Alfa Aesar]

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%(39648-67-4)
[Sigma Aldrich]

39648-67-4(sigmaaldrich)
[TCI AMERICA]

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate,>98.0%(T)(39648-67-4)
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