Basketane

Basketane
Names
	IUPAC name Pentacyclo[4.4.0.02,5.03,8.04,7]decane
Identifiers
CAS Number	5603-27-0;
3D model (JSmol)	Interactive image;
ChemSpider	16736517;
CompTox Dashboard (EPA)	DTXSID70891942 ;
	InChI InChI=1S/C10H12/c1-2-4-7-5-3(1)6-8(4)10(7)9(5)6/h3-10H,1-2H2 Key: QKWLQWFMFQOKET-UHFFFAOYSA-N; InChI=1/C10H12/c1-2-4-7-5-3(1)6-8(4)10(7)9(5)6/h3-10H,1-2H2 Key: QKWLQWFMFQOKET-UHFFFAOYAB;
	SMILES C2CC5C1C4C3C1C2C3C45;
Properties
Chemical formula	C10H12
Molar mass	132.206 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Basketane is a polycyclic alkane with the chemical formula C₁₀H₁₂. The name is taken from its structural similarity to a basket shape.^[1] Basketane was first synthesized in 1966, independently^[2] by Masamune^[3] and Dauben and Whalen.^[4]

References

^ basketane at About.com: Chemistry
^ A. P. Marchand (1989). "Synthesis and chemistry of homocubanes, bishomocubanes, and trishomocubanes". Chem. Rev. 89 (5): 1011–1033. doi:10.1021/cr00095a004.
^ S. Masamune, H. Cuts, M. G. Hogben (1966). "Strained systems. VII. Pentacyclo[4.2.2.0^2,5.0^3,8.0^4,7]deca-9-ene, basketene". Tetrahedron Lett. 7 (10): 1017–1021. doi:10.1016/S0040-4039(00)70232-2.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ W. G. Dauben, D. L. Whalen (1966). "Pentacyclo[4.4.0.0^2,5.0^3,8.0^4,7]decane and pentacyclo[4.3.0.0^2,5.0^3,8.0^4,7]nonane". Tetrahedron Lett. 7 (31): 3743–3750. doi:10.1016/S0040-4039(01)99958-7.

Gavin T. Binmore, Ernest W. Della, G. M. Elsey, N. J. Head, J. C. Walton (1994). "Homolytic Reactions of Homocubane and Basketane: Rearrangement of the 9-Basketyl Radical by Multiple β-Scissions". J. Am. Chem. Soc. 116 (7): 2759–2766. doi:10.1021/ja00086a009.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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[1] sketane at About.com: Chemistry

[2] A. P. Marchand (1989). "Synthesis and chemistry of homocubanes, bishomocubanes, and trishomocubanes". Chem. Rev. 89 (5): 1011–1033. doi:10.1021/cr00095a004.

[3] S. Masamune, H. Cuts, M. G. Hogben (1966). "Strained systems. VII. Pentacyclo[4.2.2.0^2,5.0^3,8.0^4,7]deca-9-ene, basketene". Tetrahedron Lett. 7 (10): 1017–1021. doi:10.1016/S0040-4039(00)70232-2.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[4] W. G. Dauben, D. L. Whalen (1966). "Pentacyclo[4.4.0.0^2,5.0^3,8.0^4,7]decane and pentacyclo[4.3.0.0^2,5.0^3,8.0^4,7]nonane". Tetrahedron Lett. 7 (31): 3743–3750. doi:10.1016/S0040-4039(01)99958-7.

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Basketane

See also

References

Further reading