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Identifiers | |||
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CAS Number | |||
3D model (JSmol) | |||
ECHA InfoCard | 100.006.837 | ||
CompTox Dashboard (EPA) | |||
SMILES
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Properties | |||
Chemical formula | C20H14 | ||
Molar mass | 254.33 g/mol | ||
Melting point | 252 - 256 °C | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references |
Triptycenes are a class of aromatic hydrocarbons. The parent compound triptycene is the Diels-Alder reaction product of anthracene and benzyne. The compound has a paddlewheel configuration with D3h symmetry. Barrelenes are conceptually related compounds. The hydrocarbon framework is very rigid and triptycene and triptycene derivatives such as triptycene quinones are therefore incorporated in many organic compounds as a molecular scaffold for instance in molecular motors or as a ligand for example in this hydrocyanation:
References
- Triptycene quinones in synthesis: preparation of triptycene bis-cyclopentenedione Spyros Spyroudis and Nikoletta Xanthopoulou Arkivoc 2003 (vi) 95-105 Online article
- Kelly TR, De Silva H, Silva RA (1999). "Unidirectional rotary motion in a molecular system". Nature. 401 (6749): 150–2. doi:10.1038/43639. PMID 10490021. Retrieved 2008-07-16.
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ignored (help)CS1 maint: multiple names: authors list (link) - Bini L, Müller C, Wilting J, von Chrzanowski L, Spek AL, Vogt D (2007). "Highly selective hydrocyanation of butadiene toward 3-pentenenitrile". J. Am. Chem. Soc. 129 (42): 12622–3. doi:10.1021/ja074922e. PMID 17902667.
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ignored (help)CS1 maint: multiple names: authors list (link) - In this reaction the substrate is butadiene,the reagent acetonecyanohydrine, the catalyst Ni(cod)2 and the ligand a bidentate organophosphine with a large bite angle on a trypticene scaffold