Diphenylhexatriene

Diphenylhexatriene is a fluorescent hydrocarbon used in the study of cell membranes. It is almost non-fluorescent in water, but it exhibits strong fluorescence when it is intercalated into lipid membranes. It incorporates itself into the lipid bilayer and acts like a lipid. [2][3]

Diphenylhexatriene[1]
Names
Preferred IUPAC name
1,1'-[(1E,3E,5E)-Hexa-1,3,5-triene-1,6-diyl]dibenzene
Other names
(1E,3E,5E)-1,6-Diphenylhexa-1,3,5-triene
[(1E,3E,5E)-6-Phenylhexa-1,3,5-trien-1-yl]benzene
trans,trans,trans-1,6-Diphenylhexatriene
Dicinnamyl
Identifiers
3D model (JSmol)
ECHA InfoCard 100.015.465
Properties
C18H16
Molar mass 232.326 g·mol−1
Melting point 199 to 203 °C (390 to 397 °F; 472 to 476 K)
-146.9·10−6 cm3/mol
Hazards
Main hazards Irritant (Xi)
R-phrases (outdated) R36/37/38
S-phrases (outdated) S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

  1. 1,6-Diphenyl-1,3,5-hexatriene at Sigma-Aldrich
  2. trans-trans-trans-1,6-Diphenyl-1,3,5-hexatriene Archived 2012-02-24 at the Wayback Machine, Molecule of the Week, American Chemical Society, December 8, 2008
  3. Litman, B; Barenholz, Y (1982). "[91] Fluorescent probe: Diphenylhexatriene". Biomembranes - Part H: Visual Pigments and Purple Membranes - I. Methods in Enzymology. 81. p. 678. doi:10.1016/S0076-6879(82)81093-8. ISBN 978-0-12-181981-1.


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