triptycene
Sign in to saveTriptycene is an aromatic hydrocarbon, the simplest iptycene molecule with the formula C2H2(C6H4)3. It is a white solid that is soluble in organic solvents. The compound has a paddle-wheel configuration with D3h symmetry. It is named after the medieval three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional geometry, derivatives of triptycene have been well researched.
Wikidata facts
- Mass
- 254.11
Show 3 more facts
- chemical formula
- C₂₀H₁₄
- Commons category
- Triptycene
- canonical SMILES
- C1=CC=C2C3C4=CC=CC=C4C(C2=C1)C5=CC=CC=C35
via Wikidata · CC0
~1 min read
Article
4 sectionsContents
- Synthesis
- Derivatives and applications
- References
- External links
Triptycene is an aromatic hydrocarbon, the simplest iptycene molecule with the formula C2H2(C6H4)3. It is a white solid that is soluble in organic solvents. The compound has a paddle-wheel configuration with D3h symmetry. It is named after the medieval three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional geometry, derivatives of triptycene have been well researched.
==Synthesis== The parent triptycene was first prepared in 1942 by a multistep method. It can also be prepared in one step in 28% yield from the Diels–Alder reaction of anthracene and benzyne. In this method, benzyne is generated by the reaction of magnesium and 2-bromofluorobenzene.