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Diphenylhexatriene

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Diphenylhexatriene
Names
Preferred IUPAC name 1,1′-dibenzene
Other names (1E,3E,5E)-1,6-Diphenylhexa-1,3,5-triene
benzene
trans,trans,trans-1,6-Diphenylhexatriene
Dicinnamyl
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.015.465 Edit this at Wikidata
EC Number
  • 217-011-3
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H16/c1(5-11-17-13-7-3-8-14-17)2-6-12-18-15-9-4-10-16-18/h1-16H/b2-1+,11-5+,12-6+Key: BOBLSBAZCVBABY-WPWUJOAOSA-N
SMILES
  • C1=CC=C(C=C1)/C=C/C=C/C=C/C2=CC=CC=C2
Properties
Chemical formula C18H16
Molar mass 232.326 g·mol
Melting point 199 to 203 °C (390 to 397 °F; 472 to 476 K)
Magnetic susceptibility (χ) -146.9·10 cm/mol
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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.

References

  1. 1,6-Diphenyl-1,3,5-hexatriene at Sigma-Aldrich
  2. "1,6-Diphenyl-1,3,5-hexatriene". pubchem.ncbi.nlm.nih.gov. Retrieved 13 December 2021.
  3. 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
  4. Litman, B; Barenholz, Y (1982). " Fluorescent probe: Diphenylhexatriene". Biomembranes - Part H: Visual Pigments and Purple Membranes - I. Methods in Enzymology. Vol. 81. pp. 678–85. doi:10.1016/S0076-6879(82)81093-8. ISBN 978-0-12-181981-1. PMID 7098908.

External links


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