1,3,5-Tris(4-ethynylphenyl)benzene

Base Information

• Chemical Name: 1,3,5-Tris(4-ethynylphenyl)benzene
• CAS No.: 71866-86-9
• Molecular Formula: C30H18
• Molecular Weight: 378.46400
• European Community (EC) Number: 892-788-5
• DSSTox Substance ID: DTXSID00531521
• Nikkaji Number: J2.273.645K
• Wikidata: Q82403447
• Mol file: 71866-86-9.mol

Synonyms:71866-86-9;1,3,5-Tris(4-ethynylphenyl)benzene;4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl;1,1':3',1''-Terphenyl, 4,4''-diethynyl-5'-(4-ethynylphenyl)-;YSZC010;DTXSID00531521;WCA86686;MFCD00344835;1,3,5-tris-(4-ethynylphenyl)benzene;AKOS037649228;BS-17403;CS-0110547;D84127

Chemical Property of 1,3,5-Tris(4-ethynylphenyl)benzene

Chemical Property:

• Boiling Point: 530.8±50.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 6.63150
• Storage Temp.: 2-8°C
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 378.140850574
• Heavy Atom Count: 30
• Complexity: 579

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)C2=CC(=CC(=C2)C3=CC=C(C=C3)C#C)C4=CC=C(C=C4)C#C

Technology Process of 1,3,5-Tris(4-ethynylphenyl)benzene

There total 9 articles about 1,3,5-Tris(4-ethynylphenyl)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: 92.0%

((5'-(4-((trimethylsilyl)ethynyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane) (118688-55-4) → 4,4''-diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl (71866-86-9)

Guidance literature:

With methanol; sodium hydroxide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ic302840x

Reference yield: 74.0%

1,3,5-tris{4-[(triisopropylsilyl)ethynyl]phenyl}benzene → 4,4''-diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl (71866-86-9)

Guidance literature:

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

DOI:10.1002/ejoc.201402778

Reference yield: 41.0%

1,3,5-tri-[4-(3-hydroxy-3-methyl-but-1-ynyl)phenyl]benzene → 4,4''-diethynyl-5'-(4-ethynylphenyl)-1,1':3',1''-terphenyl (71866-86-9)

Guidance literature:

With potassium hydroxide; In methanol; toluene; at 120 ℃; Dean-Stark;

DOI:10.1002/chem.201502796

upstream raw materials:

((5'-(4-((trimethylsilyl)ethynyl)phenyl)-[1,1':3',1''-terphenyl]-4,4''-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane)

4-Iodoacetophenone

1,3,5-tris(4-iodophenyl)benzene

1,3,5-tris(4-bromophenyl)benzene

Downstream raw materials:

C₅₇H₄₂O₉

C₅₁H₃₀O₉

1,3,5-tris[(4-(diphenylphosphino)ethynyl)phenyl]benzene

Refernces

• 1、 -. "Preparation method and application of porphyrin polymer". Paragraph 0078-0086. . Retrieved 2020/08/30.
• 2、 Galanti, Agostino,Diez-Cabanes, Valentin,Santoro, Jasmin,Valá?ek, Michal,Minoia, Andrea,Mayor, Marcel,Cornil, Jér?me,Samorì, Paolo. "Electronic Decoupling in C3-Symmetrical Light-Responsive Tris(Azobenzene) Scaffolds: Self-Assembly and Multiphotochromism". supporting information. p. 16062 - 16070. Retrieved 2018/11/23.