Icean

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Structural formula
Icean structural formula
General
Surname Icean
other names
  • Tetracyclo [5.3.1.12,6.04,9] dodecane ( IUPAC )
  • Wurtzitan
Molecular formula C 12 H 18
External identifiers / databases
CAS number 53283-19-5
PubChem 595503
ChemSpider 26333278
Wikidata Q2855757
properties
Molar mass 163.56 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Icean is a saturated polycyclic hydrocarbon with the empirical formula C 12 H 18 . It has a molecular cage structure whose carbon skeleton than three fused cyclohexane rings in the boat conformation are attached or two such rings in the chair conformation, the (axial) by three parallel linkages are considered. can be viewed. The spatial arrangement of the carbon atoms in the Icean corresponds to the wurtzite crystal structure , which is where the name wurtzitan comes from.

The name "Icean" was suggested by the chemist Louis Fieser about a decade before the compound was first synthesized. He was studying the arrangement of water molecules in ice when he noticed that there should be a stable hydrocarbon with the structure mentioned.

Structure icean
Stick model from Icean Dome model from Icean
Chopstick model Dome model

See also

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ DPG Hamon, GF Taylor: A synthesis of tetracyclo [5,3,1,12,6,04,9] dodecane (iceane) . In: Australian Journal of Chemistry . tape 29 , no. 8 , 1976, ISSN  0004-9425 , pp. 1721 , doi : 10.1071 / CH9761721 .
  3. ↑ Hans Tobler, Rolf Otto Klaus, Camille Ganter: Wurtzitan (Tetracyclo [5.3.1.12.6.04.9] dodecane) . In: Helvetica Chimica Acta . tape 58 , no. 5 , July 16, 1975, ISSN  0018-019X , p. 1455–1464 , doi : 10.1002 / hlca.19750580522 .
  4. ↑ Louis F. Fieser: Extensions in the use of plastic tetrahedral models . In: Journal of Chemical Education . tape 42 , no. 8 , August 1965, ISSN  0021-9584 , p. 408 , doi : 10.1021 / ed042p408 .
  5. ↑ Marjorie Senechal, George M. Fleck, Stan Sherer: Shaping space: exploring polyhedra in nature, art, and the geometrical imagination . 2nd ed.Springer, New York 2013, ISBN 978-0-387-92714-5 , pp. 153-170 .