Tetraethynylmethane Explained

Tetraethynylmethane is an organic compound with formula C₉H₄, consisting of four ethynyl groups bonded to a central carbon atom. It is an alkyne, and one of the most compact possible hydrocarbons. It has been synthesised for potential applications in the synthesis of polymeric forms of carbon such as synthetic diamond and fullerenes.^{[1] [2] [3] [4] [5] [6]}

See also

• Neopentane
• Tetraethylmethane
• Tetravinylmethane
• Tetra-tert-butylmethane
• Tetracyclopropylmethane
• Tetraphenylmethane
• Tetrakis(trimethylsilyl)methane
• Methanetetracarboxylate
• Tetramethoxymethane
• Tetrafluoromethane
• Tetrachloromethane
• Tetrabromomethane
• Tetraiodomethane
• Tetraazidomethane
• Tetracyanomethane
• Tetranitromethane

Notes and References

1. Feldman KS, Kraebel CM, Parvez M . Tetraethynylmethane. . Journal of the American Chemical Society . May 1993 . 115 . 9 . 3846–3847 . 10.1021/ja00062a089 .
2. Feldman KS, Weinreb CK, Youngs WJ, Bradshaw JD . Preparation and some subsequent transformations of tetraethynylmethane. . Journal of the American Chemical Society . October 1994 . 116 . 20 . 9019–9026 . 10.1021/ja00099a020 .
3. Feldman KS, Mareska DA, Weinreb CK, Chasmawala M . Preliminary studies towards crosslinking polymerizations with tetraethynylmethane and its derivatives: evidence for unusually facile alkyne hydration. . Chemical Communications . January 1996 . 7 . 865–866 . 10.1039/CC9960000865 .
4. Amemiya R, et al. One-Step Synthesis of Triethynylvinylmethanes and Tetraethynylmethanes by GaCl 3 -Promoted Diethynylation of 1,4-Enynes and 1,4-Diynes. Journal of the American Chemical Society 2005; 127(23):8252-3.
5. Zhao Z, et al. A 3D Organically Synthesized Porous Carbon Material for Lithium-Ion Batteries. Angewandte Chemie 2018; 57(37): 11952-11956.
6. Kilde MD, Murray AH, Andersen CL, et al. Synthesis of radiaannulene oligomers to model the elusive carbon allotrope 6,6,12-graphyne. Nat Commun 2019;10:3714.