1,6-Diphenyl-1,3,5-hexatriene

Base Information

• Chemical Name: 1,6-Diphenyl-1,3,5-hexatriene
• CAS No.: 1720-32-7
• Deprecated CAS: 12766-16-4
• Molecular Formula: C18H16
• Molecular Weight: 232.325
• Hs Code.: 29029000
• European Community (EC) Number: 217-011-3
• UNII: Z428QK7RTE
• DSSTox Substance ID: DTXSID401336583
• Nikkaji Number: J1.210.774I,J431.029B,J203.115I,J336.349J
• Wikipedia: Diphenylhexatriene
• Wikidata: Q955946
• Metabolomics Workbench ID: 57798
• Mol file: 1720-32-7.mol

Synonyms:1,6 Diphenylhexatriene;1,6-Diphenyl-1,3,5-hexatriene;1,6-Diphenylhexatriene;Diphenylhexatriene

Chemical Property of 1,6-Diphenyl-1,3,5-hexatriene

Chemical Property:

• Appearance/Colour: Yellow crystalline powder or crystals
• Vapor Pressure: 4.44E-05mmHg at 25°C
• Melting Point: 199-203 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 407.2 °C at 760 mmHg
• Flash Point: 221 °C
• PSA: 0.00000
• Density: 1.028 g/cm³
• LogP: 4.96940
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly)
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 232.125200510
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,6-Diphenyl-1,3,5-hexatriene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C(C=C1)C=CC=CC=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C=C/C=C/C2=CC=CC=C2
• Uses: 1,6-Diphenyl-1,3,5-hexatriene is a useful fluorescence probe for membrane studies based on investigation of fluorescence depolarisation; Membrane fluidity by flow cytometry. An alternative to Nile red for fluorescent detection of lipid droplets. 1,6-Diphenyl-1,3,5-hexatriene is an alternative to Nile red for fluorescent detection of lipid droplets.

Technology Process of 1,6-Diphenyl-1,3,5-hexatriene

There total 80 articles about 1,6-Diphenyl-1,3,5-hexatriene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

1-phenyl-2-propenyl acetate (7217-71-2) → 1,6-diphenyl-hexa-1,3,5-triene (1720-32-7)

Guidance literature:

With palladium diacetate; triethylamine; at 105 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo400032j

Reference yield: 90.0%

(E)-3-phenylpropenal (14371-10-9) → 1,6-diphenyl-hexa-1,3,5-triene (1720-32-7)

Guidance literature:

With NbCl₃; In tetrahydrofuran; -10 deg C, 30 min, to rise to 20 deg C, 1,5 h and 5 h, 20 deg C;

DOI:10.1016/S0040-4020(01)86997-0

Reference yield: 88.0%

3-phenyl-2-propen-1-yl 2,2-dimethylproponate (77821-95-5) → 1,6-diphenyl-hexa-1,3,5-triene (1720-32-7)

Guidance literature:

With palladium diacetate; triethylamine; at 105 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo400032j

upstream raw materials:

pyridine

trans-3-phenylprop-2-enyl chloride

1,6-diphenylhexa-2,4-diyne-1,6-diol

(E)-1-(3,3-dichloroprop-1-en-1-yl)benzene

Downstream raw materials:

cis,trans,trans-1,6-Diphenyl-1,3,5-hexatriene

1,6-diphenylhexane

1,6-diphenylhexa-(1E,3Z,5E)-triene

1,6-dicyclohexylhexane

Refernces

• 1、 Lednicer,D.. "-". . p. 3473 - 3474. Retrieved 1971.
• 2、 Zhang, Zhao,Zhang, Dejiang,Zhu, Longzhi,Zeng, Dishu,Kambe, Nobuaki,Qiu, Renhua. "Pd-Catalyzed Cross-Coupling of Organostibines with Styrenes to Give Unsymmetric (E)-Stilbenes and (1 E,3 E)-1,4-Diarylbuta-1,3-dienes and Fluorescence Properties of the Products". supporting information. p. 5317 - 5322. Retrieved 2021/06/28.
• 3、 Cao, Chenzhong,Zhu, Yun,Chen, Guanfan. "Effect of substituents and conjugated chain length on the UV spectra of α,ω-di-substituted phenyl polyenes". . p. 834 - 839. Retrieved 2013/10/01.