1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene

Base Information

• Chemical Name: 1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene
• CAS No.: 1608-40-8
• Molecular Formula: C22H18
• Molecular Weight: 282.385
• Hs Code.: 2902909090
• NSC Number: 157363
• DSSTox Substance ID: DTXSID50418818
• Nikkaji Number: J38.997H,J2.301.736I
• Wikidata: Q82229512
• Mol file: 1608-40-8.mol

Synonyms:1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene;(E,Z)-p-Distyrylbenzene;NSC157363;1608-40-8;1,4-Bis[(Z)-2-phenylethenyl]benzene;16726-72-0;1-[(Z)-Styryl]-4-[(E)-styryl]benzene;1-cis-Styryl-4-trans-styrylbenzene;4-[(Z)-Styryl]-cis-stilbene;DTXSID50418818;IJAAWBHHXIWAHM-HEEUSZRZSA-N;NSC-157363;1-[(E)-2-Phenylethenyl]-4-[(Z)-2-phenylethenyl]benzene #

Chemical Property of 1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene

Chemical Property:

• Vapor Pressure: 1.19E-07mmHg at 25°C
• Boiling Point: 443.6°C at 760 mmHg
• Flash Point: 217.7°C
• PSA: 0.00000
• Density: 1.103g/cm³
• LogP: 6.02740
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 282.140850574
• Heavy Atom Count: 22
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=C(C=C2)C=CC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)/C=C\C3=CC=CC=C3

Technology Process of 1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene

There total 5 articles about 1-[(Z)-2-phenylethenyl]-4-[(E)-2-phenylethenyl]benzene 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%

1,4-bis(2-phenylethynyl)benzene (1849-27-0) → 1,4-bis(2-phenylethyl)benzene (1608-40-8)

Guidance literature:

With palladium diacetate; N,N-dimethyl-formamide; potassium hydroxide; at 145 ℃; for 6h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo100247a

Reference yield: 85.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1.4-dibromobenzene (106-37-6) → 1,4-bis(2-phenylethyl)benzene (1608-40-8) + 1,4-distyrylbenzene (1608-41-9)

Guidance literature:

With dichlorobis(tri-O-tolylphosphine)palladium; tributyl-amine; potassium carbonate; tris-(o-tolyl)phosphine; In water; at 100 ℃; for 6h;

DOI:10.1016/0022-328X(94)05056-H

Reference yield:

1,4-bis(2-phenylethynyl)benzene (1849-27-0) → 1,4-bis(2-phenylethyl)benzene (1608-40-8) + 1,4-distyrylbenzene (1608-41-9)

Guidance literature:

With borane-ammonia complex; C₁₉H₃₅Cl₂MnNP₂; In methanol; at 60 ℃; for 20h; Overall yield = 84 %Chromat.; stereoselective reaction;

DOI:10.1021/acscatal.8b00983

upstream raw materials:

styrene

1.4-dibromobenzene

1,4-bis(2-phenylethynyl)benzene

benzyl(triphenyl)phosphonium bromide

Downstream raw materials:

Benzo[ghi]perylene

((C5H5)Co)2(β,α,1,2-η:β',α',4,3-η-(p-distyrylbenzene))

C₄₄H₃₂