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18531-99-2

18531-99-2 Structure

18531-99-2 Structure
IdentificationMore
[Name]

(S)-(-)-1,1'-Bi-2-naphthol
[CAS]

18531-99-2
[Synonyms]

1,1'-BI-2,2'-NAPHTHOLS
(+/-)-1,1'-BI(2-NAPHTHOL)
1,1'-BI-2-NAPHTHOL
(+/-)-1,1'-BINAPHTHALENE-2,2'-DIOL
[1,1']BINAPHTHALENYL-2,2'-DIOL
1,1'-BINAPHTHYL-2,2'-DIOL
(-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(+)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(+/-)-2,2-DIHYDROXY-1,1'-BINAPHTHYL
2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
(+)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
(+/-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
2,2'-DIHYDROXY-1,1'-DINAPHTHYL
2,2'-DINAPHTHOL
AKOS 90560
AURORA KA-7212
BI-2-NAPHTHOL
DI-B-NAPHTHOL
(R)-(+)-1,1'-BI(2,2'-NAPHTHOL)
[EINECS(EC#)]

210-014-0
[Molecular Formula]

C20H14O2
[MDL Number]

MFCD00004068
[Molecular Weight]

286.32
[MOL File]

18531-99-2.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

215-218 °C
[alpha ]

-35.5 º (c=1, THF)
[Boiling point ]

388.69°C (rough estimate)
[density ]

1 g/cm3
[refractive index ]

-36.0 ° (C=1, THF)
[storage temp. ]

2-8°C
[solubility ]

dioxane: 50 mg/mL, clear
[form ]

Crystals or Crystalline Powder
[pka]

8.29±0.50(Predicted)
[color ]

White to light gray
[Optical Rotation]

[α]22/D 34°, c = 1 in THF
[Merck ]

14,1226
[BRN ]

3592999
[InChI]

1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
[InChIKey]

PPTXVXKCQZKFBN-UHFFFAOYSA-N
[SMILES]

Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34
[CAS DataBase Reference]

18531-99-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P302+P352-P305+P351+P338
[Hazard Codes ]

T,Xi
[Risk Statements ]

R25:Toxic if swallowed.
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

DU3106100
[F ]

10
[TSCA ]

No
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29072900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Tetrahydrofuran-->Dichloromethane-->Toluene-->Phosphorus oxitrichloride-->Triethylamine-->Benzene-->2-Naphthol-->Iron chloride hexahydrate-->L-1-Phenylethylamine-->Copper(II) chloride dihydrate-->(R)-(+)-1-Phenylethylamine
[Preparation Products]

(S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl-->(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl-->(R)-(+)-2,2'-Bis(methoxymethoxy)-1,1'-binaphthyl
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

Chiral ligand.
[Definition]

ChEBI: (S)-(-)-1,1'-Bi-2-naphthol is a member of naphthols.
[Purification Methods]

Dissolve it in cold 2.5N NaOH, extract with CH2Cl2, and acidify with 5% HCl. Collect the white precipitate and recrystallise it from aqueous EtOH and dry it in a vacuum [Akimoto & Yamada Tetrahedron 27 5999 1971]. It is optically stable in dioxane-water (100o/24hours). Racemisation: 72% in 1.2N HCl at 100o/24hours and 68% in 0.67M KOH in BuOH at 118o/23hours [Kyba et al. J Am Chem Soc 95 2693 1973]. It has also been crystallised from *C6H6 (solubility is 1%) using Norite or aqueous EtOH after chromatography through silica gel, eluting with Me2CO/*C6H6. [Kyba et al. J Org Chem 42 4173 1977; see also Brussee & Jansen Tetrahedron Lett 24 3261 1983, Akimoto & Yamada Tetrahedron 27 5999 1971, Beilstein 6 IV 7020.]
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(-)-1,1'-Bi-2-naphthol(18531-99-2)1HNMR
(S)-(-)-1,1'-Bi-2-naphthol(18531-99-2)1HNMR
(S)-(-)-1,1'-Bi-2-naphthol(18531-99-2)FT-IR
(S)-(-)-1,1'-Bi-2-naphthol(18531-99-2)IR
(S)-(-)-1,1'-Bi-2-naphthol(18531-99-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-(-)-1,1'-Bi-2-naphthol, 99%(18531-99-2)
[Sigma Aldrich]

18531-99-2(sigmaaldrich)
[TCI AMERICA]

(S)-(-)-1,1'-Bi-2-naphthol,>98.0%(LC)(T)(18531-99-2)
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