Spiropentadiene

Spiropentadiene
Names
	Preferred IUPAC name Spiro[2.2]penta-1,4-diene
	Other names Bowtiediene; Spiropenta-1,4-diene
Identifiers
CAS Number	1727-65-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	35807558;
PubChem CID	14901520;
CompTox Dashboard (EPA)	DTXSID80565167 ;
	InChI InChI=1S/C5H4/c1-2-5(1)3-4-5/h1-4H Key: JXGJFWLYGSVFBS-UHFFFAOYSA-N;
	SMILES C1=CC21C=C2;
Properties
Chemical formula	C5H4
Molar mass	64.087 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Spiropentadiene, or bowtiediene, is a hydrocarbon with formula C
₅H
₄. The simplest spiro-connected diene, it is very unstable—decomposing even below −100 °C—due to its high bond strain and does not occur in nature. Its synthesis was reported in 1991.^[1]^[2]

^ Billups, W. E.; Haley, M. M. (1991). "Spiropentadiene". Journal of the American Chemical Society. 113 (13): 5084. doi:10.1021/ja00013a067.
^ "Elusive bowtie pinned down - synthesis of spiropentadiene, a carbonaceous compound nicknamed bowtiediene because it is shaped like a bowtie". Science News. July 13, 1991. Archived from the original on 2022-02-16.

[1] Billups, W. E.; Haley, M. M. (1991). "Spiropentadiene". Journal of the American Chemical Society. 113 (13): 5084. doi:10.1021/ja00013a067.

[2] "Elusive bowtie pinned down - synthesis of spiropentadiene, a carbonaceous compound nicknamed bowtiediene because it is shaped like a bowtie". Science News. July 13, 1991. Archived from the original on 2022-02-16.

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