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]
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| Names | |
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| Preferred IUPAC name
1,1′-Binaphthalene | |
| Other names
1-Naphthalen-1-ylnaphthalene | |
| Identifiers | |
3D model (JSmol) |
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| ECHA InfoCard | 100.009.155 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| 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
- 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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