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CAS No 602-09-5 , 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol

  • Name: 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
  • Synonyms: 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol; (R)-(+)-1,1'-Bi-2-naphthol; 2,2'-Dinaphthol; (S)-(-)-1,1'-Bi-2-naphthol; beta-Binaphthol; binol; 602-09-5;18531-94-7;
  • CAS Registry Number:
  • Transport: UN 2811
  • Melting Point: 215-218 ºC
  • Density: 1g/cm
  • Refractive index: 1.758
  • Safety Statements: R25;R36/37/38
  • Hazard Symbols: T: Toxic;
  • HS Code: 29072900
  • EINECS: 210-014-0
  • Molecular Weight: 286.32396
  • InchiKey: PPTXVXKCQZKFBN-UHFFFAOYSA-N
  • InChI: 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
  • Risk Statements: S26;S37/39;S45
  • Molecular Formula: C20H14O2
  • Molecular Structure:CAS No:602-09-5 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol

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602-09-5 1,1''-BI-2-NAPHTHOL

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602-09-5 1,1'-Bi-2-naphthol (racemic)

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References of 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
Title: BINOL
CAS Registry Number: 602-09-5
CAS Name: [1,1￠-Binaphthalene]-2,2￠-diol
Synonyms: b-binaphthol; 2,2￠-dihydroxy-1,1￠-binaphthyl
Molecular Formula: C20H14O2
Molecular Weight: 286.32
Percent Composition: C 83.90%, H 4.93%, O 11.18%
Literature References: C2-symmetric ligand for metal-mediated stereoselective catalysis. Prepn: H. Walder, Ber. 15, 2166 (1882). Resolution of enantiomers: E. P. Kyba et al., J. Org. Chem. 42, 4173 (1977). Elucidation of catalyst structure: H. Sasai et al., J. Am. Chem. Soc. 115, 10372 (1993). Effect of substituents on enantioselectivity: C. Qian et al., J. Chem. Soc. Perkin Trans. 1 1998, 2097. Photochromism: M. Cavazza et al., J. Am. Chem. Soc. 118, 9990 (1996). Review of role in catalysis: R. Zimmer, J. Suhrbier, J. Prakt. Chem. 339, 758-762 (1997); with titanium: K. Mikami, Pure Appl. Chem. 68, 639-644 (1996); with rare-earth metals: H. Sasai et al., Chemtracts: Org. Chem. 11, 264-267 (1998); of synthesis and use as a chiral reagent and ligand: J. M. Brunel, Chem. Rev. 105, 857-897 (2005).
Properties: Long flat lustrous white needles from alcohol, mp 216-218°.
Melting point: mp 216-218°
 
Derivative Type: (R)-(+)-Form
CAS Registry Number: 18531-94-7
Properties: Crystals from benzene, mp 207.5-208.5°. [a]54625 +50.9°; [a]58925 +34.3° (c = 1.0 in THF).
Melting point: mp 207.5-208.5°
Optical Rotation: [a]54625 +50.9°; [a]58925 +34.3° (c = 1.0 in THF)
 
Derivative Type: (S)-(-)-Form
CAS Registry Number: 18531-99-2
Properties: Crystals from benzene, mp 207-208°. [a]54625 -51.3°; [a]58925 -33.3° (c = 1.1 in THF).
Melting point: mp 207-208°
Optical Rotation: [a]54625 -51.3°; [a]58925 -33.3° (c = 1.1 in THF)
 
Use: Chiral ligand.