3,5-Diethynylphenol

Base Information

• Chemical Name: 3,5-Diethynylphenol
• CAS No.: 918826-08-1
• Molecular Formula: C10H6O
• Molecular Weight: 142.157
• DSSTox Substance ID: DTXSID80582596
• Nikkaji Number: J2.421.144D
• Wikidata: Q82474066
• Mol file: 918826-08-1.mol

Synonyms:3,5-diethynylphenol;918826-08-1;Phenol, 3,5-diethynyl-;SCHEMBL2807680;DTXSID80582596;F12438

Chemical Property of 3,5-Diethynylphenol

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 142.041864811
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,5-Diethynylphenol

There total 8 articles about 3,5-Diethynylphenol 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%

3,5-bis(trimethylsilylethynyl)phenol → 3,5-diethynyl-phenol (918826-08-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/jo0346858

Reference yield: 98.0%

acetic acid 3,5-dibromo-phenyl ester (909389-74-8) + trimethylsilylacetylene (1066-54-2) → 3,5-diethynyl-phenol (918826-08-1)

Guidance literature:

acetic acid 3,5-dibromo-phenyl ester; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 60 ℃; for 12h; Inert atmosphere;

With potassium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201801825

Reference yield: 97.0%

3,5-bis((trimethylsilyl)ethynyl)phenyl acetate (1020182-87-9) → 3,5-diethynyl-phenol (918826-08-1)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; at 55 ℃;

DOI:10.1021/jacs.8b08087

upstream raw materials:

3,5-bis-[(triisopropylsilanyl)-ethynyl]-phenol

3,5-dibromophenol

3,5-diiodophenol

3,5-bis((trimethylsilyl)ethynyl)phenyl acetate

Downstream raw materials:

3,5-diethynylphenol dibenzo[24]crown-8-carboxylate