Octatetraene

Octatetraene
	; Structure of the trans-isomer of octatetraene
Names
	IUPAC name (E,E)-1,3,5,7-Octatetraene
Identifiers
CAS Number	E,E: 3725-31-3; 1482-91-3 (non-specific) ;
3D model (JSmol)	Interactive image;
ChemSpider	4575894;
PubChem CID	5463164;
UNII	AAR9LNJ92M ;
	InChI InChI=1S/C8H10/c1-3-5-7-8-6-4-2/h3-8H,1-2H2/b7-5+,8-6+ Key: VXQUABLSXKFKLO-KQQUZDAGSA-N;
	SMILES C=C/C=C/C=C/C=C;
Properties
Chemical formula	C8H10
Molar mass	106.168 g·mol−1
Appearance	Colorless liquid
Related compounds
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

In organic chemistry, octatetraene is a linear hydrocarbon consisting of a chain of eight carbon atoms linked by an alternating double-bond/single-bond pattern. The central two of the four alkene units can exhibit cis–trans isomerism, resulting in three isomers.

The compounds are not in general of much commercial significance, but the octatetraene group has been studied in contexts in the physical chemistry of bonds, some aspect of which have relevance to cell membranes and some to the retinal chemistry of vision.^[1] The high degrees of symmetries and conjugation of bonds offer unusual aspects for study.^[2]

Related structures occur in some molecules of biological importance, for example α-parinaric acid and polyunsaturated fatty acids. Derivatives include cyclic octatetraenes, such as cyclooctatetraene and 1,8-diphenyl-1,3,5,7-octatraene, some of which are of interest in special contexts.

References[edit]

^ Granville, Mark F. Holtom, Gary R. Kohler, Bryan E. (1980). "Cis–trans photoisomerization of 1,3,5,7-octatetraene in n-hexane at 4.2K". Proc. Natl. Acad. Sci. USA. 77 (1): 31–33. Bibcode:1980PNAS...77...31G. doi:10.1073/pnas.77.1.31. PMC 348201. PMID 16592751.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Catalán, J.; De Paz, J. L. G. (2006). "On the photophysics of all-trans polyenes: Hexatriene versus octatetraene". The Journal of Chemical Physics. 124 (3): 034306. Bibcode:2006JChPh.124c4306C. doi:10.1063/1.2158992. PMID 16438582.

[1] Granville, Mark F. Holtom, Gary R. Kohler, Bryan E. (1980). "Cis–trans photoisomerization of 1,3,5,7-octatetraene in n-hexane at 4.2K". Proc. Natl. Acad. Sci. USA. 77 (1): 31–33. Bibcode:1980PNAS...77...31G. doi:10.1073/pnas.77.1.31. PMC 348201. PMID 16592751.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[2] Catalán, J.; De Paz, J. L. G. (2006). "On the photophysics of all-trans polyenes: Hexatriene versus octatetraene". The Journal of Chemical Physics. 124 (3): 034306. Bibcode:2006JChPh.124c4306C. doi:10.1063/1.2158992. PMID 16438582.

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