4-p-Tolylethynylphenol

Base Information

• Chemical Name: 4-p-Tolylethynylphenol
• CAS No.: 18938-19-7
• Molecular Formula: C₁₅H₁₂O
• Molecular Weight: 208.26
• DSSTox Substance ID: DTXSID801292630
• Mol file: 18938-19-7.mol

Synonyms:4-p-tolylethynylphenol;SCHEMBL7889999;RRZXKMPSDXXTKQ-UHFFFAOYSA-N;DTXSID801292630;4-[2-(4-methylphenyl)ethynyl]phenol;18938-19-7

Chemical Property of 4-p-Tolylethynylphenol

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-p-Tolylethynylphenol

There total 5 articles about 4-p-Tolylethynylphenol 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: 95.0%

p-Iodophenol (540-38-5) + 4-n-methylphenylacetylene (766-97-2) → 4-[2-(4-methylphenyl)ethynyl]phenol (18938-19-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm900186m

Reference yield: 82.0%

ethynyl trifluoroborate potassium salt + 4-bromo-phenol (106-41-2) + 4-tolyl iodide (624-31-7) → 4-[2-(4-methylphenyl)ethynyl]phenol (18938-19-7)

Guidance literature:

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In dimethyl sulfoxide; at 40 - 80 ℃; for 5h;

DOI:10.1002/ejoc.201700110

Reference yield: 60.0%

4-bromo-phenol (106-41-2) + 4-n-methylphenylacetylene (766-97-2) → 4-[2-(4-methylphenyl)ethynyl]phenol (18938-19-7)

Guidance literature:

With C₇₄H₆₁Cl₂N₃Pd; triethylamine; In dimethyl sulfoxide; at 85 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ra02480j

upstream raw materials:

p-Iodophenol

(p-tolylethynyl)copper

copper(I) iodide

4-n-methylphenylacetylene

Downstream raw materials:

tert-butyl 3-(4-[2-(4-methylphenyl)ethynyl]phenoxy)propanoate

C₂₁H₂₂O₃

tert-butyl 4-(4-[2-(4-methylphenyl)ethynyl]phenoxy)butanoate

4-nitro-7-(4-(p-tolylethynyl)phenoxy)benzo[c][1,2,5]oxadiazole