Diphenylhexatriene

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
CAS Number	17329-15-6 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:51594 ;
ChemSpider	4525932 ;
ECHA InfoCard	100.015.465
EC Number	217-011-3;
PubChem CID	5376733 ;
UNII	Z428QK7RTE ;
CompTox Dashboard (EPA)	DTXSID401336583 DTXSID9061912, DTXSID401336583 ;
	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−1
Melting point	199 to 203 °C (390 to 397 °F; 472 to 476 K)
Magnetic susceptibility (χ)	−146.9·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
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 [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated March 25, 2025

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. ^[3]^[4]

References

↑ 1,6-Diphenyl-1,3,5-hexatriene at Sigma-Aldrich
↑ "1,6-Diphenyl-1,3,5-hexatriene". pubchem.ncbi.nlm.nih.gov. Retrieved 13 December 2021.
↑ 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
↑ Litman, B; Barenholz, Y (1982). "[91] 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

1,6-Diphenylhexatriene, Oregon Medical Laser Center

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[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). "[91] 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.

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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
CAS Number	17329-15-6 ^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51594
ChemSpider	4525932
ECHA InfoCard	100.015.465
EC Number	217-011-3
PubChem CID	5376733
UNII	Z428QK7RTE
CompTox Dashboard (EPA)	DTXSID401336583 DTXSID9061912, DTXSID401336583
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⁻¹
Melting point	199 to 203 °C (390 to 397 °F; 472 to 476 K)
Magnetic susceptibility (χ)	−146.9·10⁻⁶ cm³/mol
Hazards
GHS labelling:^[2]
Pictograms
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 [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references