1,1'-Binaphthyl

1,1'-Binaphthyl

Names
Preferred IUPAC name 1,1′-Binaphthalene
Other names 1-Naphthalen-1-ylnaphthalene
Identifiers
CAS Number	604-53-5  N
3D model (JSmol)	Interactive image
ChemSpider	11296
ECHA InfoCard	100.009.155
EC Number	210-070-6
PubChem CID	11789
UNII	T87T28S609
CompTox Dashboard (EPA)	DTXSID70870671
InChI InChI=1S/C20H14/c1-3-11-17-15(7-1)9-5-13-19(17)20-14-6-10-16-8-2-4-12-18(16)20/h1-14H Key: ZDZHCHYQNPQSGG-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)C=CC=C2C3=CC=CC4=CC=CC=C43
Properties
Chemical formula	C20H14
Molar mass	254.332 g·mol−1
Appearance	Colorless solid
Density	1.299 g/cm3
Melting point	160 °C (320 °F; 433 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,1'-Binaphthyl is an organic compound with the formula (C₁₀H₇)₂. It is one of the dimers of naphthalene (or literally: dimers of naphthyl). A colorless solid, it has attracted some attention because the atropisomers can be isolated due to hindered rotation between the two naphthyl subunits. The halflife of the racemization is 14.5 min. at 50 °C. Substituted derivatives of this parent species, e.g. binaphthol, exhibit much higher barriers to racemization. ^[1]

References

1. Pu, Lin (1998). "1,1'-Binaphthyl Dimers, Oligomers, and Polymers: Molecular Recognition, Asymmetric Catalysis, and New Materials". Chemical Reviews. 98 (7): 2405–2494. doi:10.1021/cr970463w. PMID   11848968.