(Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene

Base Information

• Chemical Name: (Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene
• CAS No.: 80365-31-7
• Molecular Formula: C₁₄H₇F₅
• Molecular Weight: 270.202
• Mol file: 80365-31-7.mol

Synonyms:(Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene

Chemical Property of (Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene

There total 59 articles about (Z)-1,2,3,4,5-pentafluoro-6-styrylbenzene 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: 99.0%

benzaldehyde (100-52-7) + (pentafluorophenyl)diazomethane (7651-11-8) → (E)-1,2,3,4,5-pentafluoro-6-styrylbenzene (80365-31-7,19292-25-2)

Guidance literature:

With dibutyl telluride; dirhodium tetraacetate; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.06.065

Reference yield: 98.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + bromopentafluorobenzene (344-04-7) → (E)-1,2,3,4,5-pentafluoro-6-styrylbenzene (80365-31-7,19292-25-2)

Guidance literature:

With (NBu4)2[Pd2(μ-Br)2(C6F5)2Br2]; calcium carbonate; In 1-methyl-pyrrolidin-2-one; water; at 130 ℃; for 24h;

DOI:10.1021/ja016315b

Reference yield: 93.0%

2,3,4,5,6-pentafluorostyrene (653-34-9,26838-55-1) + phenylboronic acid (98-80-6) → (E)-1,2,3,4,5-pentafluoro-6-styrylbenzene (80365-31-7,19292-25-2)

Guidance literature:

With C₈H₂₀N₂O₂Pd*2C₂H₄O₂; In N,N-dimethyl-formamide; at 50 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.tet.2013.04.084

upstream raw materials:

iodobenzene

2,3,4,5,6-pentafluorostyrene

perfluorobenzaldehyde

benzyltriphenylphosphonium chloride

Downstream raw materials:

1α,2α,3β,4β-1,3-bis(pentafluorophenyl)-2,4-diphenylcyclobutane

(E)-1,2,3,4,5-pentafluoro-6-styrylbenzene

1,2-bis(pentafluorophenyl)ethene

(2-(perfluorophenyl)ethene-1,1-diyl)dibenzene

Refernces

• 1、 Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén. "Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes". . . Retrieved 2021/12/22.
• 2、 Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal. "Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling". supporting information. p. 10690 - 10699. Retrieved 2021/04/09.