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Updating {{chembox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Drugbox validat...
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{{chembox
{{chembox
| Watchedfields = changed
| verifiedrevid = 441178219
| verifiedrevid = 455330360
|Reference=<ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=D208000|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 1,6-Diphenyl-1,3,5-hexatriene] at [[Sigma-Aldrich]]</ref>
| Reference =<ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=D208000|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 1,6-Diphenyl-1,3,5-hexatriene] at [[Sigma-Aldrich]]</ref>
|ImageFile1=Diphenylhexatriene.png
| ImageFile1 =Diphenylhexatriene.png
|ImageSize1=200px
| ImageSize1 =
|ImageFile2=Diphenylhexatriene3D.png
| ImageFile2 =Diphenylhexatriene3D.png
|ImageSize2=200px
| ImageSize2 =
|IUPACName=[(1''E'',3''E'',5''E'')-6-phenylhexa-1,3,5-trienyl]benzene; 1,6-Diphenyl-1,3,5-hexatriene
| PIN = 1,1′-[(1''E'',3''E'',5''E'')-Hexa-1,3,5-triene-1,6-diyl]dibenzene
|OtherNames=''trans'',''trans'',''trans''-1,6-Diphenylhexatriene; Dicinnamyl
| OtherNames = (1''E'',3''E'',5''E'')-1,6-Diphenylhexa-1,3,5-triene<br />[(1''E'',3''E'',5''E'')-6-Phenylhexa-1,3,5-trien-1-yl]benzene<br />''trans'',''trans'',''trans''-1,6-Diphenylhexatriene<br />Dicinnamyl
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=17329-15-6
| CASNo =17329-15-6
⚫
| PubChem=5376733
| ChEBI = 51594
⚫
| SMILES=C1=CC=C(C=C1)/C=C/C=C/C=C/C2=CC=CC=C2
| EINECS = 217-011-3
⚫
| PubChem =5376733
| UNII = Z428QK7RTE
| StdInChI=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+
| StdInChIKey = BOBLSBAZCVBABY-WPWUJOAOSA-N
⚫
| SMILES =C1=CC=C(C=C1)/C=C/C=C/C=C/C2=CC=CC=C2
}}
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties
| C=18|H=16
| C=18 | H=16
| Appearance=
| Appearance =
| Density=
| Density =
| MeltingPt=199-203 °C
| MeltingPtC = 199 to 203
| MeltingPt_notes =
| BoilingPt=
| BoilingPt =
| Solubility=
| Solubility =
| MagSus = -146.9·10<sup>−6</sup> cm<sup>3</sup>/mol
}}
}}
|Section3={{Chembox Hazards
|Section3={{Chembox Hazards
| GHS_ref=<ref>{{cite web |title=1,6-Diphenyl-1,3,5-hexatriene |url=https://pubchem.ncbi.nlm.nih.gov/compound/5376733#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=13 December 2021 |language=en}}</ref>
| MainHazards=Irritant ('''Xi''')
| RPhrases = {{R36/37/38}}
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| SPhrases = {{S26}} {{S36}}
| HPhrases = {{H-phrases|315|319|335}}
| FlashPt=
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|332+313|337+313|362|403+233|405|501}}
| Autoignition=
| FlashPt =
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}}
| AutoignitionPt =
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}}
}}
}}


'''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 [[Intercalation (chemistry)|intercalated]] into lipid membranes.<ref>[http://portal.acs.org/portal/acs/corg/content?_nfpb=true&_pageLabel=PP_ARTICLEMAIN&node_id=841&content_id=WPCP_011363&use_sec=true&sec_url_var=region1&__uuid=8f13b52e-e130-420e-87fb-dcf809196479 ''trans''-''trans''-''trans''-1,6-Diphenyl-1,3,5-hexatriene], Molecule of the Week, [[American Chemical Society]], December 8, 2008</ref><ref>{{cite journal | doi = 10.1016/S0076-6879(82)81093-8 | title = Biomembranes - Part H: Visual Pigments and Purple Membranes - I | year = 1982 | last1 = Litman | first1 = B | last2 = Barenholz | first2 = Y | volume = 81 | pages = 678 | chapter = [91] Fluorescent probe: Diphenylhexatriene | series = Methods in Enzymology | isbn = 9780121819811}} </ref>
'''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 [[Intercalation (biochemistry)|intercalated]] into lipid membranes. It incorporates itself into the lipid bilayer and acts like a lipid.
<ref>[http://portal.acs.org/portal/acs/corg/content?_nfpb=true&_pageLabel=PP_ARTICLEMAIN&node_id=841&content_id=WPCP_011363&use_sec=true&sec_url_var=region1&__uuid=8f13b52e-e130-420e-87fb-dcf809196479 ''trans''-''trans''-''trans''-1,6-Diphenyl-1,3,5-hexatriene] {{Webarchive|url=https://web.archive.org/web/20120224120146/http://portal.acs.org/portal/acs/corg/content?_nfpb=true&_pageLabel=PP_ARTICLEMAIN&node_id=841&content_id=WPCP_011363&use_sec=true&sec_url_var=region1&__uuid=8f13b52e-e130-420e-87fb-dcf809196479 |date=2012-02-24 }}, Molecule of the Week, [[American Chemical Society]], December 8, 2008</ref><ref>{{cite book |doi=10.1016/S0076-6879(82)81093-8 |title=Biomembranes - Part H: Visual Pigments and Purple Membranes - I |year=1982 |last1=Litman |first1=B |last2=Barenholz |first2=Y |volume=81 |chapter=[91] Fluorescent probe: Diphenylhexatriene |series=Methods in Enzymology |pages=678–85 |pmid=7098908 |isbn=978-0-12-181981-1}} </ref>


==References==
==References==
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* [http://omlc.ogi.edu/spectra/PhotochemCAD/html/diphenylhexatriene.html 1,6-Diphenylhexatriene], Oregon Medical Laser Center
* [http://omlc.ogi.edu/spectra/PhotochemCAD/html/diphenylhexatriene.html 1,6-Diphenylhexatriene], Oregon Medical Laser Center


[[Category:Hydrocarbons]]
[[Category:Polyenes]]
[[Category:Alkenes]]
[[Category:Fluorescent dyes]]
[[Category:Aromatic compounds]]
[[Category:Phenyl compounds]]




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{{hydrocarbon-stub}}

[[nl:Difenylhexatrieen]]
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