1,1′-Bi-2-naphthol

1,1′-Bi-2-naphthol
(R)-(+)-BINOL	(S)-(−)-BINOL
Names
	Preferred IUPAC name [1,1′-Binaphthalene]-2,2′-diol
	Other names 1,1′-Bi-2-naphthol; 1,1-Binaphthol; BINOL; Binol;
Identifiers
CAS Number	602-09-5 (R/S); 18531-94-7 (R)-(+); 18531-99-2 (S)-(−);
3D model (JSmol)	(R/S): Interactive image;
ChEMBL	ChEMBL138718 ;
ChemSpider	11269 ;
ECHA InfoCard	100.009.104
PubChem CID	11762;
UNII	25AB254328 (R/S) ; M6IDZ128WT (R)-(+) ; 54OT5RRV4C (S)-(−) ;
CompTox Dashboard (EPA)	DTXSID9060526 ;
	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 Key: PPTXVXKCQZKFBN-UHFFFAOYSA-N ; InChI=1/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 Key: PPTXVXKCQZKFBN-UHFFFAOYAX;
	SMILES (R/S): C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O;
Properties
Chemical formula	C20H14O2
Molar mass	286.32 g/mol
Melting point	205 to 211 °C (401 to 412 °F; 478 to 484 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.