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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.
In the Vinony graph
Within Vinony's link graph, twistane is referenced by 106 other articles, and connects out to pentene, hydrogen and carbon.
It sits within the topics Chemical articles with multiple CAS registry numbers, Chemical articles with multiple compound IDs and Chemicals using indexlabels.
Its subject is documented across 16 Wikipedia language editions.
Chemical data
- Formula
- C10H16
- Molecular weight
- 136.23 g/mol
- IUPAC name
- tricyclo[4.4.0.03,8]decane
- SMILES
- C1CC2CC3C1CC2CC3
- InChIKey
- AEVSQVUUXPSWPL-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 136.125201
Show 3 more facts
- chemical formula
- C₁₀H₁₆
- canonical SMILES
- C1CC2CC3C1CC2CC3
- Commons category
- Twistane
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “twistane” article, available under the CC BY-SA 4.0 licence.