1,2-Diphenyl-1-(p-methoxyphenyl)ethylene

Base Information

• Chemical Name: 1,2-Diphenyl-1-(p-methoxyphenyl)ethylene
• CAS No.: 1233-23-4
• Molecular Formula: C₂₁H₁₈O
• Molecular Weight: 286.373
• Nikkaji Number: J805.889J
• Mol file: 1233-23-4.mol

Synonyms:1,2-Diphenyl-1-(p-methoxyphenyl)ethylene;1-(p-Methoxyphenyl)-1,2-diphenylethylene;ETHYLENE, 1,2-DIPHENYL-1-(p-METHOXYPHENYL)-;1233-23-4;SCHEMBL9838136;KWYQWLBPGOUCGE-PGMHBOJBSA-N;(Z)-alpha-(4-Methoxyphenyl)stilbene;1-(4-methoxyphenyl)-1,2-diphenylethene;LS-68523;Ethene, 1,2-diphenyl-1-[4-methoxyphenyl]-;1-[(Z)-1,2-diphenyl-vinyl]-4-methoxy-benzene;1-[(Z)-1,2-Diphenylethenyl]-4-methoxybenzene #

Chemical Property of 1,2-Diphenyl-1-(p-methoxyphenyl)ethylene

Chemical Property:

• Vapor Pressure: 2.22E-06mmHg at 25°C
• Boiling Point: 404.3°C at 760 mmHg
• Flash Point: 163.8°C
• Density: 1.088g/cm³
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 286.135765193
• Heavy Atom Count: 22
• Complexity: 339

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=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: COC1=CC=C(C=C1)/C(=C\C2=CC=CC=C2)/C3=CC=CC=C3

Technology Process of 1,2-Diphenyl-1-(p-methoxyphenyl)ethylene

There total 129 articles about 1,2-Diphenyl-1-(p-methoxyphenyl)ethylene 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%

para-iodoanisole (696-62-8) + diphenyl acetylene (501-65-5) → 4-(1,2-diphenylvinyl)anisole (72474-39-6,72474-43-2,1233-23-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; cesium acetate; copper diacetate; In tetrahydrofuran; at 80 ℃; for 24h; diastereoselective reaction;

DOI:10.1021/acscatal.7b01847

Reference yield: 96.0%

para-iodoanisole (696-62-8) + diphenyl acetylene (501-65-5) → (Z)-1-(4-methoxyphenyl)-1,2-diphenylethylene (1233-23-4,72474-43-2,72474-39-6)

Guidance literature:

With formic acid; triethylamine; bis(acetato)bis(triphenylphosphine)palladium⁽⁰⁾; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1016/0040-4039(84)80029-5

Reference yield: 93.0%

triphenylboroxine (3262-89-3) + 1-acetoxy-1-(4-methoxyphenyl)-2-phenylethene (149150-76-5) → (Z)-1-(4-methoxyphenyl)-1,2-diphenylethylene (1233-23-4,72474-43-2,72474-39-6)

Guidance literature:

With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride; water; In 1,4-dioxane; toluene; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1002/chem.200902785

upstream raw materials:

1-(4-methoxy-phenyl)-1,2-diphenyl-ethanol

phenyl benzyl ketone

4-Methoxybenzophenone

4-methoxyphenyl magnesium bromide

Downstream raw materials:

(E)-1-bromo-2-(4-methoxyphenyl)-1,2-diphenylethene

(E/Z)-1-bromo-2-(p-methoxyphenyl)-1,2-diphenylethene

cis-1,2-diphenyl-1-(p-hydroxyphenyl) ethylene

(E)-1,1-dichloro-2,3-diphenyl-2-(4-methoxyphenyl) cyclopropane

Refernces

• 1、 Galli, Carlo,Gentili, Patrizia,Guarnieri, Alessandra,Rappoport, Zvi. "Stereochemistry of the Vinylic SRN1 Reaction of Triarylvinyl Halides. the Structure of the Intermediate α-Arylvinyl Radical". . p. 8878 - 8884. Retrieved 1996.
• 2、 Zhang, Kena,Provot, Olivier,Alami, Mouad,Tran, Christine,Hamze, Abdallah. "Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes". . p. 1249 - 1261. Retrieved 2022/02/07.
• 3、 Bangar, Pronnoy G.,Nahide, Pradip D.,Meroliya, Heena K.,Waghmode, Shobha A.,Iyer, Suresh. "Oxime ligands for Pd catalysis of the Mizoroki–Heck reaction, Suzuki–Miyaura coupling & annulation reactions". supporting information. p. 308 - 316. Retrieved 2020/10/06.