1-Methyl-4-(1-phenylprop-2-en-1-yl)benzene

Base Information

• Chemical Name: 1-Methyl-4-(1-phenylprop-2-en-1-yl)benzene
• CAS No.: 819082-54-7
• Molecular Formula: C16H16
• Molecular Weight: 208.303
• DSSTox Substance ID: DTXSID50545113
• Nikkaji Number: J3.310.741B
• Mol file: 819082-54-7.mol

Synonyms:819082-54-7;1-Methyl-4-(1-phenylprop-2-en-1-yl)benzene;DTXSID50545113

Chemical Property of 1-Methyl-4-(1-phenylprop-2-en-1-yl)benzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.31290
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 208.125200510
• Heavy Atom Count: 16
• Complexity: 204

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=C)C2=CC=CC=C2

Technology Process of 1-Methyl-4-(1-phenylprop-2-en-1-yl)benzene

There total 6 articles about 1-Methyl-4-(1-phenylprop-2-en-1-yl)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: 86.0%

allylbenzene (300-57-2,57807-91-7) + para-bromotoluene (106-38-7) → 1-methyl-4-(1-phenylallyl)benzene (819082-54-7)

Guidance literature:

With palladium diacetate; lithium hexamethyldisilazane; tricyclohexylphosphine; at 80 ℃; for 36h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201309084

Reference yield:

Cinnamyl acetate (21040-45-9) + C8H10Zn (1352313-28-0) → 1-methyl-4-(1-phenylallyl)benzene (819082-54-7) + (E)-1-phenyl-3-p-tolylpropene (62056-38-6,134539-86-9)

Guidance literature:

C₈H₁₀Zn; With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at -20 ℃; for 0.25h; Inert atmosphere;

Cinnamyl acetate; With lithium chloride; In tetrahydrofuran; at -20 - 25 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1002/aoc.3192

Reference yield:

3-bromo-1-p-tolyl-1-propene (54636-56-5) + phenyllithium (591-51-5) → 1-methyl-4-(1-phenylallyl)benzene (819082-54-7)

Guidance literature:

With C₄₅H₄₂ClCuN₂; In hexane; dichloromethane; dibutyl ether; at -78 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b03396

upstream raw materials:

triphenylbismuthane

ethyl (E)-3-phenyl-2-propenyl carbonate

tri(p-tolyl)bismuth

allylbenzene

Downstream raw materials:

3-phenyl-3-p-tolylpropan-1-ol