twistane
Sign in to saveTwistane (IUPAC name: tricyclo[4.4.0.03,8]decane) is an organic compound with the formula C10H16. It is a cycloalkane and an isomer of the simplest diamondoid, adamantane, and like adamantane, is not very volatile. Twistane was named for the way its rings are permanently forced into the cyclohexane conformation known as the "twist-boat". The compound was first reported by Whitlock in 1962.
Wikidata facts
- Mass
- 136.125201
Show 3 more facts
- chemical formula
- C₁₀H₁₆
- canonical SMILES
- C1CC2CC3C1CC2CC3
- Commons category
- Twistane
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Article
4 sectionsContents
- Synthesis
- Symmetry
- Polytwistane
- References
Twistane (IUPAC name: tricyclo[4.4.0.03,8]decane) is an organic compound with the formula C10H16. It is a cycloalkane and an isomer of the simplest diamondoid, adamantane, and like adamantane, is not very volatile. Twistane was named for the way its rings are permanently forced into the cyclohexane conformation known as the "twist-boat". The compound was first reported by Whitlock in 1962.
==Synthesis== Twistane has been synthesized in a variety of ways. The original 1962 method was based on a bicyclo[2.2.2]octane framework, an approach that has seen substantial optimization since. An alternate approach from 1967 publication relied on an intramolecular aldol condensation of a cis-decalin ketol. It is formed when basketane is hydrogenated.