1,1'-Binaphthyl

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]

1,1'-Binaphthyl
Names
Preferred IUPAC name
1,1-Binaphthalene
Other names
1-Naphthalen-1-ylnaphthalene
Identifiers
3D model (JSmol)
ECHA InfoCard 100.009.155
UNII
  • C1=CC=C2C(=C1)C=CC=C2C3=CC=CC4=CC=CC=C43
Properties
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

References

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