1,1′-Bi-2-naphthol
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1,1′-Bi-2-naphthol (BINOL) is an organic compound that is often used as a ligand for transition-metal catalysed asymmetric synthesis. BINOL has axial chirality and the two enantiomers can be readily separated and are stable toward racemisation. The specific rotation of the two enantiomers is 35.5° (c = 1 in THF), with the R enantiomer being the dextrorotary one. BINOL is a precursor for another chiral ligand called BINAP. The volumetric mass density of the two enantiomers is 0.62 g cm−3.[citation needed]
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Preferred IUPAC name
[1,1′-Binaphthalene]-2,2′-diol | |||
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ECHA InfoCard | 100.009.104 | ||
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Properties | |||
C20H14O2 | |||
Molar mass | 286.32 g/mol | ||
Melting point | 205 to 211 °C (401 to 412 °F; 478 to 484 K)[1] | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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