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(R)-(+)-1,1'-Bi-2-naphthol

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(R)-(+)-1,1'-Bi-2-naphthol Basic information
(R)-(+)-1,1'-Bi-2-naphthol Chemical Properties
  • Melting point:215-218 °C
  • Boiling point:388.69°C (rough estimate)
  • alpha 35.5 º (c=1, THF)
  • Density 1.301
  • refractive index 36.0 ° (C=1, THF)
  • storage temp. Store below +30°C.
  • solubility dioxane: 50 mg/mL, clear
  • form Powder
  • pka8.29±0.50(Predicted)
  • color white to off-white
  • optical activity[α]21/D +34°, c = 1 in THF
  • Water Solubility Insoluble in water. Solubility in THF within almost transparency). Soluble in dioxane 50 mg/mL.
  • Merck 14,1226
  • BRN 3616837
  • CAS DataBase Reference18531-94-7(CAS DataBase Reference)
Safety Information
  • Hazard Codes T,Xi
  • Risk Statements 25-36-36/37/38
  • Safety Statements 26-45-24/25-36
  • RIDADR UN 2811 6.1/PG 3
  • WGK Germany 3
  • RTECS DU3106100
  • 10
  • TSCA No
  • HazardClass 6.1
  • PackingGroup III
  • HS Code 29071590
  • ToxicityLD50 orally in Rabbit: 113 mg/kg
MSDS
(R)-(+)-1,1'-Bi-2-naphthol Usage And Synthesis
  • Chemical Propertieswhite to light yellow crystal powde
  • Uses
    Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.
  • Purification MethodsDissolve 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.]
(R)-(+)-1,1'-Bi-2-naphthol Preparation Products And Raw materials
(R)-(+)-1,1'-Bi-2-naphthol(18531-94-7)Related Product Information
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