1-Bromo-4-[2-(4-methoxyphenyl)vinyl]benzene

Base Information

• Chemical Name: 1-Bromo-4-[2-(4-methoxyphenyl)vinyl]benzene
• CAS No.: 58358-51-3
• Molecular Formula: C15H13BrO
• Molecular Weight: 289.172
• DSSTox Substance ID: DTXSID90709419
• Mol file: 58358-51-3.mol

Synonyms:1-Bromo-4-[2-(4-methoxyphenyl)ethenyl]benzene;58358-51-3;1-bromo-4-[2-(4-methoxyphenyl)vinyl]benzene;DTXSID90709419;OMOIPOCKMRWDEC-UHFFFAOYSA-N

Chemical Property of 1-Bromo-4-[2-(4-methoxyphenyl)vinyl]benzene

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 288.01498
• Heavy Atom Count: 17
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC2=CC=C(C=C2)Br

Technology Process of 1-Bromo-4-[2-(4-methoxyphenyl)vinyl]benzene

There total 35 articles about 1-Bromo-4-[2-(4-methoxyphenyl)vinyl]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: 91.0%

toluene-4-sulfonic acid 4-bromo-phenyl ester (6324-15-8) + 3-(4'-methoxyphenyl)propenoic acid (830-09-1) → (E)-4-bromo-4'-methoxystilbene (58358-51-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; copper dichloride; at 100 ℃; for 12h;

DOI:10.1002/aoc.4914

Reference yield: 89.0%

4-methoxy-benzaldehyde (123-11-5) + bromo-[(4-bromophenyl)methyl]zinc (115055-85-1) → (E)-4-bromo-4'-methoxystilbene (58358-51-3)

Guidance literature:

With chloro-trimethyl-silane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1002/adsc.200606016

Reference yield: 88.0%

diethyl (4-bromobenzyl)phosphonate (38186-51-5) + 4-methoxy-benzaldehyde (123-11-5) → (E)-4-bromo-4'-methoxystilbene (58358-51-3)

Guidance literature:

diethyl (4-bromobenzyl)phosphonate; With sodium hydride; In 1,2-dimethoxyethane; paraffin oil; for 0.166667h;

4-methoxy-benzaldehyde; In 1,2-dimethoxyethane; paraffin oil; for 3h; Reflux;

upstream raw materials:

2-(4-bromophenyl)-1-(4-methoxyphenyl)-1-ethanone

4-Methoxystyrene

4-bromobenzenediazonium tetrafluoroborate

diethyl (4-bromobenzyl)phosphonate

Downstream raw materials:

3-Methoxy-4-{4-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-cyclobut-3-ene-1,2-dione

(E)-4-(4-methoxystyryl)-N,N-diphenylaniline

4-[4-(4-methoxyphenethyl)benzyl]heptane-3,5-dione

4-[4-(4-hydroxystyryl)benzyl]heptane-3,5-dione