Identification | More | [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 Properties | Back 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 activity]
[α]22/D 34°, c = 1 in THF | [Merck ]
14,1226 | [BRN ]
3592999 | [CAS DataBase Reference]
18531-99-2(CAS DataBase Reference) |
Safety Data | Back Directory | [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 | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29072900 |
Hazard Information | Back 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.] |
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