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Tetracyclopropylmethane: Difference between revisions

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{{Orphan|date=February 2016}}

{{Chembox {{Chembox
| Verifiedfields = changed
| verifiedrevid = 414439250 | verifiedrevid = 414439250
| ImageFile = Tetracyclopropylmethane.svg | ImageFile = Tetracyclopropylmethane.svg
| ImageSize = 150px | ImageSize = 150px
| ImageAlt = | ImageAlt =
| PIN = 1,1′,1′′,1′′′-Methanetetrayltetracyclopropane
| IUPACName = Tetracyclopropylmethane
| OtherNames = | OtherNames =
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 332104-93-5 | CASNo = 332104-93-5
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = | PubChem = 57417320
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫ | SMILES = C1(CC1)C(C2CC2)(C3CC3)C4CC4}}
| ChemSpiderID = 35765346
⚫ | SMILES = C1(CC1)C(C2CC2)(C3CC3)C4CC4
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C13H20/c1-2-9(1)13(10-3-4-10,11-5-6-11)12-7-8-12/h9-12H,1-8H2
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = KXAOPBGXMXVCRN-UHFFFAOYSA-N}}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=13 | H=20 | C=13 | H=20
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'''Tetracyclopropylmethane''' is an ], a ] ] with formula C<sub>13</sub>H<sub>20</sub>, or (C<sub>3</sub>H<sub>5</sub>-)<sub>4</sub>C. The ] skeleton of its molecule consists of four ] rings attached to a central carbon atom. '''Tetracyclopropylmethane''' is an ], a ] ] with formula C<sub>13</sub>H<sub>20</sub>, or (C<sub>3</sub>H<sub>5</sub>-)<sub>4</sub>C. The ] skeleton of its molecule consists of four ] rings attached to a central carbon atom.


This compound was synthesized in 2001 by ] and others, with ] as an intermediate step.<ref>{{cite journal | doi = 10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K | author = Kozhushkov, Sergei I.; Kostikov, Rafael R.; Molchanov, Alexander P.; Boese, Roland; Benet-Buchholz, Jordi; Schreiner, Peter R.; Rinderspacher, Christopher; Ghiviriga, Ion; De Meijere, Armin. | title = Tetracyclopropylmethane: a unique hydrocarbon with S4 symmetry | journal = Angewandte Chemie International Edition | year = 2001 | volume = 40 | issue = 1 | pages = 180–183}}</ref> In the solid state, the molecules have a propeller shape with S4 symmetry. This compound was synthesized in 2001 by ] and others, with ] as an intermediate step.<ref>{{cite journal | doi = 10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K |author1=Kozhushkov, Sergei I. |author2=Kostikov, Rafael R. |author3=Molchanov, Alexander P. |author4=Boese, Roland |author5=Benet-Buchholz, Jordi |author6=Schreiner, Peter R. |author7=Rinderspacher, Christopher |author8=Ghiviriga, Ion |author9=De Meijere, Armin. | title = Tetracyclopropylmethane: a unique hydrocarbon with S4 symmetry | journal = Angewandte Chemie International Edition | year = 2001 | volume = 40 | issue = 1 | pages = 180–183}}</ref> In the solid state, the molecules have a propeller shape with S4 symmetry.


==References== ==References==
{{Reflist}} {{Reflist}}


] ]




Latest revision as of 11:45, 21 October 2024

Tetracyclopropylmethane
Names
Preferred IUPAC name 1,1′,1′′,1′′′-Methanetetrayltetracyclopropane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C13H20/c1-2-9(1)13(10-3-4-10,11-5-6-11)12-7-8-12/h9-12H,1-8H2Key: KXAOPBGXMXVCRN-UHFFFAOYSA-N
SMILES
  • C1(CC1)C(C2CC2)(C3CC3)C4CC4
Properties
Chemical formula C13H20
Molar mass 176.303 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetracyclopropylmethane is an organic compound, a polycyclic hydrocarbon with formula C13H20, or (C3H5-)4C. The carbon skeleton of its molecule consists of four cyclopropane rings attached to a central carbon atom.

This compound was synthesized in 2001 by Armin de Meijere and others, with dicyclopropyldiethenylmethane as an intermediate step. In the solid state, the molecules have a propeller shape with S4 symmetry.

References

  1. Kozhushkov, Sergei I.; Kostikov, Rafael R.; Molchanov, Alexander P.; Boese, Roland; Benet-Buchholz, Jordi; Schreiner, Peter R.; Rinderspacher, Christopher; Ghiviriga, Ion; De Meijere, Armin. (2001). "Tetracyclopropylmethane: a unique hydrocarbon with S4 symmetry". Angewandte Chemie International Edition. 40 (1): 180–183. doi:10.1002/1521-3773(20010105)40:1<180::AID-ANIE180>3.0.CO;2-K.


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