5-phenylhexa-1,5-dien-2-ylbenzene

Base Information

• Chemical Name: 5-phenylhexa-1,5-dien-2-ylbenzene
• CAS No.: 7283-49-0
• Molecular Formula: C18H18
• Molecular Weight: 234.341
• Mol file: 7283-49-0.mol

Synonyms:2,5-diphenyl-hexa-1,5-diene;2,5-Diphenyl-hexa-1,5-dien;(1-Methylene-4-phenyl-4-pentenyl)benzene;1,1'-hexa-1,5-diene-2,5-diyldibenzene;2,5-Diphenyl-1,5-hexadien;2,5-Diphenyl-1,5-hexadiene;

Chemical Property of 5-phenylhexa-1,5-dien-2-ylbenzene

Chemical Property:

• Boiling Point: 367.3oC at 760 mmHg
• Flash Point: 190.1oC
• PSA: 0.00000
• Density: 0.968g/cm3
• LogP: 5.19340

Purity/Quality:

2,5-Diphenyl-1,5-hexadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-phenylhexa-1,5-dien-2-ylbenzene

There total 18 articles about 5-phenylhexa-1,5-dien-2-ylbenzene 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: 95.0%

3-chloro-2-phenylprop-1-ene (3360-52-9) → 2,5-diphenyl-hexa-1,5-diene (7283-49-0)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; zinc; In tetrahydrofuran; at 23 - 25 ℃; for 5h; Irradiation; Inert atmosphere;

DOI:10.1055/s-0036-1591583

Reference yield: 81.0%

3-bromo-2-phenylprop-1-ene (3360-54-1) → 2,5-diphenyl-hexa-1,5-diene (7283-49-0)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 18h; Solvent; Reagent/catalyst; Wavelength; Time; Catalytic behavior; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.5b01962

Reference yield: 80.0%

methyl 2-phenylprop-2-en-1-yl carbonate (121386-57-0) → 2,5-diphenyl-hexa-1,5-diene (7283-49-0)

Guidance literature:

With bis(pinacol)diborane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; at 50 ℃; for 16h;

DOI:10.1016/0040-4039(96)01505-5

upstream raw materials:

carbon dioxide

3-chloro-2-phenylprop-1-ene

1,2-diphenyl-3-methylcyclopropenium tetrafluoroborate

3-bromo-2-phenylprop-1-ene

Downstream raw materials:

1-methoxy-1,4-diphenyl-4-penten-1-yl hydroperoxide

1,4-diphenyl-2,3-dioxabicyclo[2.2.2]octane

phenacylacetophenone

1,4-Diphenyl-2,3-dioxa-bicyclo[2.2.2]octane

Refernces

• 1、 Levin, Vitalij V.,Agababyan, Daniil P.,Struchkova, Marina I.,Dilman, Alexander D.. "Dimerization of Benzyl and Allyl Halides via Photoredox-Mediated Disproportionation of Organozinc Reagents". . p. 2930 - 2935. Retrieved 2018/05/28.
• 2、 Pratsch, Gerald,Overman, Larry E.. "Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis". . p. 11388 - 11397. Retrieved 2015/12/01.