1-Chloro-4-[1-(4-methylphenyl)ethenyl]benzene

Base Information

• Chemical Name: 1-Chloro-4-[1-(4-methylphenyl)ethenyl]benzene
• CAS No.: 69416-93-9
• Molecular Formula: C15H13Cl
• Molecular Weight: 228.721
• DSSTox Substance ID: DTXSID40499631
• Wikidata: Q82350593
• Mol file: 69416-93-9.mol

Synonyms:1-Chloro-4-[1-(4-methylphenyl)ethenyl]benzene;69416-93-9;SCHEMBL22536964;DTXSID40499631

Chemical Property of 1-Chloro-4-[1-(4-methylphenyl)ethenyl]benzene

Chemical Property:

• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 228.0705781
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=C)C2=CC=C(C=C2)Cl

Technology Process of 1-Chloro-4-[1-(4-methylphenyl)ethenyl]benzene

There total 12 articles about 1-Chloro-4-[1-(4-methylphenyl)ethenyl]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: 98.0%

1-(1-bromovinyl)-4-chlorobenzene (89619-10-3) + 4-methylphenylboronic acid (5720-05-8) → 1-chloro-4-[1-(4'-methylphenyl)ethenyl]benzene (69416-93-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1055/s-0036-1589143

Reference yield: 86.0%

para-chloroacetophenone (99-91-2) + para-methylphenylmagnesium bromide (4294-57-9) → 1-chloro-4-[1-(4'-methylphenyl)ethenyl]benzene (69416-93-9)

Guidance literature:

para-chloroacetophenone; para-methylphenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With phosphonic acid diethyl ester; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c001931c

Reference yield: 86.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + 4-tolyl iodide (624-31-7) → 1-chloro-4-[1-(4'-methylphenyl)ethenyl]benzene (69416-93-9) + (E/Z)-1-chloro-4-(4-methylstyryl)benzene (22692-73-5)

Guidance literature:

With C₃₂H₂₅ClNO₂PPd; triethylamine; at 130 ℃; for 1.5h; Catalytic behavior; Sealed tube; Green chemistry;

DOI:10.1016/j.mcat.2019.110406

upstream raw materials:

para-bromotoluene

para-chloroacetophenone

bromochlorobenzene

1-ethenyl-4-methylbenzene

Downstream raw materials:

4-(1-(p-tolyl)vinyl)-1,1'-biphenyl

4'-methyl-4-chlorobenzophenone

(E)-2-(2-(4-chlorophenyl)-2-(p-tolyl)vinyl)tetrahydrofuran

(Z)-2-(2-(4-chlorophenyl)-2-(p-tolyl)vinyl)tetrahydrofuran