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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
  • 604-53-5
3D model (JSmol)
  • Interactive image
ECHA InfoCard 100.009.155
  • 11789
UNII
  • T87T28S609
  • DTXSID70870671
  • 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).

References edit

  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.

binaphthyl, organic, compound, with, formula, c10h7, dimers, naphthalene, literally, dimers, naphthyl, colorless, solid, attracted, some, attention, because, atropisomers, isolated, hindered, rotation, between, naphthyl, subunits, halflife, racemization, subst. 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 NamesPreferred IUPAC name 1 1 BinaphthaleneOther names 1 Naphthalen 1 ylnaphthaleneIdentifiersCAS Number 604 53 53D model JSmol Interactive imageECHA InfoCard 100 009 155PubChem CID 11789UNII T87T28S609CompTox Dashboard EPA DTXSID70870671SMILES C1 CC C2C C1 C CC C2C3 CC CC4 CC CC C43PropertiesChemical formula C 20H 14Molar mass 254 332 g mol 1Appearance Colorless solidDensity 1 299 g cm3Melting 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 referencesReferences edit 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 Retrieved from https en wikipedia org w index php title 1 1 27 Binaphthyl amp oldid 1194932601, wikipedia, wiki, book, books, library,

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