1-methyl-4-[(E)-4-(4-methylphenyl)but-1-en-3-ynyl]benzene

Base Information

• Chemical Name: 1-methyl-4-[(E)-4-(4-methylphenyl)but-1-en-3-ynyl]benzene
• CAS No.: 136612-72-1
• Molecular Formula: C18H16
• Molecular Weight: 232.325
• DSSTox Substance ID: DTXSID001218767
• Nikkaji Number: J1.104.349F,J1.258.991C
• Mol file: 136612-72-1.mol

Synonyms:136612-72-1;DTXSID001218767;1,1'-(1E)-1-Buten-3-yne-1,4-diylbis[4-methylbenzene];Benzene, 1,1'-(1E)-1-buten-3-yne-1,4-diylbis[4-methyl-

Chemical Property of 1-methyl-4-[(E)-4-(4-methylphenyl)but-1-en-3-ynyl]benzene

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 232.125200510
• Heavy Atom Count: 18
• Complexity: 322

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=CC#CC2=CC=C(C=C2)C
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C/C#CC2=CC=C(C=C2)C

Technology Process of 1-methyl-4-[(E)-4-(4-methylphenyl)but-1-en-3-ynyl]benzene

There total 14 articles about 1-methyl-4-[(E)-4-(4-methylphenyl)but-1-en-3-ynyl]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: 100.0%

4-n-methylphenylacetylene (766-97-2) → (E)-1,4-di(4-methylphenyl)butenyne (136612-72-1)

Guidance literature:

With C₃₂H₁₆Cl₂Cr₂N₂O₁₀Ru₂; sodium carbonate; In tetrahydrofuran; isopropyl alcohol; at 80 ℃; for 15h; Inert atmosphere;

DOI:10.1002/adsc.200800075

Reference yield: 94.0%

4-n-methylphenylacetylene (766-97-2) → (E)-1,4-di(4-methylphenyl)butenyne (136612-72-1) + (Z)-4,4‘-(but-1-en-3-yne-1,4-diyl)bis(methylbenzene) (189331-74-6)

Guidance literature:

With [(Me₃P)₃Ru(-OH)₃Ru(PMe₃)₃]⁺[OPh]^-*(HOPh)_0.5; at 100 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.molcata.2016.08.027

Reference yield: 78.0%

1-((E)-4,4-dibromobuta-1,3-dienyl)-4-methylbenzene + tri(p-tolyl)bismuth (5142-75-6) → (E)-1,4-di(4-methylphenyl)butenyne (136612-72-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c5ra01544h

upstream raw materials:

C₂₂H₂₄Te

4-n-methylphenylacetylene

di-p-tolylbutadiyne

(E)-4-methylstyrenyl bromide