1-[(Z)-Styryl]-4-chlorobenzene

Base Information

• Chemical Name: 1-[(Z)-Styryl]-4-chlorobenzene
• CAS No.: 1657-49-4
• Molecular Formula: C14H11Cl
• Molecular Weight: 214.694
• Hs Code.: 2903999090
• Mol file: 1657-49-4.mol

Synonyms:p-chlorostilbene;Benzene,1-chloro-4-[(1Z)-2-phenylethenyl];Benzene, 1-chloro-4-(2-phenylethenyl)-, (Z)-;4-Chlor-stilben;1-(4-Chlorophenyl)-2-phenylethylene;1-chloro-4-styrylbenzene;4-chloro-stilbene;1-[(Z)-Styryl]-4-chlorobenzene;Benzene,1-chloro-4-[(1E)-2-phenylethenyl];

Chemical Property of 1-[(Z)-Styryl]-4-chlorobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.51040

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[(Z)-Styryl]-4-chlorobenzene

There total 122 articles about 1-[(Z)-Styryl]-4-chlorobenzene 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%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + iodobenzene (591-50-4) → 1-chloro-4-styrylbenzene (1657-49-4,1657-50-7,4714-23-2,130059-92-6,130059-96-0)

Guidance literature:

With tetrabutyl ammonium fluoride; palladium diacetate; potassium carbonate; at 70 ℃; for 36h; air;

DOI:10.1055/s-0031-1290099

Reference yield: 99.0%

benzylidene dichloride (98-87-3) + 4-chlorobenzaldehyde (104-88-1) → 1-chloro-4-styrylbenzene (1657-49-4,1657-50-7,4714-23-2,130059-92-6,130059-96-0)

Guidance literature:

With chloro-trimethyl-silane; zinc; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1246/bcsj.71.2669

Reference yield: 97.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + bromochlorobenzene (106-39-8) → 1-chloro-4-styrylbenzene (1657-49-4,1657-50-7,4714-23-2,130059-92-6,130059-96-0)

Guidance literature:

With tributyl-amine; tetrabutylammomium bromide; In neat (no solvent); at 110 ℃; for 6h; Inert atmosphere;

DOI:10.1007/s10562-013-1013-7

upstream raw materials:

cinnamic acid 4-chlorophenyl ester

(E)-3-(4-chlorophenyl)acrylic acid phenyl ester

styrene

bromochlorobenzene

Downstream raw materials:

2-(4-chlorophenyl)-3-phenyloxirane

4-chlorobenzaldehyde

(10aZ,12Z)-(4aS,6aR)-3-Chloro-4a,6a-dihydro-5,6-dioxa-dibenzo[a,e]cyclooctene

5-(4-Chloro-phenyl)-1a,5,7a,7b-tetrahydro-1,6,7-trioxa-cyclopropa[a]naphthalene

Refernces

• 1、 Heidenreich, Roland G.,K?hler, Klaus,Krauter, Jürgen G. E.,Pietsch, J?rg. "Pd/C as a highly active catalyst for Heck, Suzuki and Sonogashira reactions". . p. 1118 - 1122. Retrieved 2002.
• 2、 Eslahi, Hassan,Sardarian, Ali Reza,Esmaeilpour, Mohsen. "Green and sustainable palladium nanomagnetic catalyst stabilized by glucosamine-functionalized Fe3O4@SiO2 nanoparticles for Suzuki and Heck reactions". . . Retrieved 2021/04/26.
• 3、 Deepa, Manickam,Kalaivani, Kolanjinathan,Parasuraman, Karthikeyan,Selvarasu, Uthayanila. "Recyclable heterogeneous iron supported on imidazolium ionic liquid catalysed palladium and copper-free Heck reaction". . . Retrieved 2021/09/16.