1,2-Bis(4-hydroxyphenyl)acetylene

Base Information

• Chemical Name: 1,2-Bis(4-hydroxyphenyl)acetylene
• CAS No.: 22608-45-3
• Molecular Formula: C14H10O2
• Molecular Weight: 210.232
• Hs Code.: 2907299090
• DSSTox Substance ID: DTXSID00430782
• Nikkaji Number: J678.640E
• ChEMBL ID: CHEMBL4475134
• Mol file: 22608-45-3.mol

Synonyms:22608-45-3;4-[2-(4-hydroxyphenyl)ethynyl]phenol;1,2-BIS(4-HYDROXYPHENYL)ACETYLENE;4,4'-Dihydroxytolan;4,4'-Athinylendiphenol;4,4'-Ethynylenebisphenol;SCHEMBL673609;CHEMBL4475134;DTXSID00430782;EN300-199746;1,1 inverted exclamation mark -(1,2-ethynediyl)bis<4-hydroxybenzene>

Chemical Property of 1,2-Bis(4-hydroxyphenyl)acetylene

Chemical Property:

• Melting Point: 214.6-215.1 °C
• Boiling Point: 420.559 °C at 760 mmHg
• PKA: 9.42±0.26(Predicted)
• Flash Point: 208.923 °C
• PSA: 40.46000
• Density: 1.308 g/cm³
• LogP: 2.49760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.068079557
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

99%, ^*data from raw suppliers

1,2-BIS(4-HYDROXYPHENYL)ACETYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#CC2=CC=C(C=C2)O)O

Technology Process of 1,2-Bis(4-hydroxyphenyl)acetylene

There total 21 articles about 1,2-Bis(4-hydroxyphenyl)acetylene 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: 93.0%

4-(prop-1-yn-1-yl)phenol (170651-15-7) → dimethylacetylene (503-17-3) + 1,1'-(1,2-ethynediyl)bis<4-hydroxybenzene> (22608-45-3)

Guidance literature:

With C₇₄H₆₄MoO₁₀Si₃; In toluene; at 60 ℃; for 12h; Reagent/catalyst; Temperature; Molecular sieve; Inert atmosphere;

DOI:10.1002/anie.201908571

Reference yield: 93.0%

4,4'-dimethoxydiphenylacetylene (2132-62-9) → 1,1'-(1,2-ethynediyl)bis<4-hydroxybenzene> (22608-45-3)

Guidance literature:

4,4'-dimethoxydiphenylacetylene; With boron tribromide; In dichloromethane; at -20 - 20 ℃; Inert atmosphere;

With water; In dichloromethane; Cooling with ice;

Reference yield: 93.0%

4-(prop-1-yn-1-yl)phenol (170651-15-7) → 1,1'-(1,2-ethynediyl)bis<4-hydroxybenzene> (22608-45-3)

Guidance literature:

With C₆₈H₅₂MoO₄Si₃; In toluene; at 60 ℃; for 14h; Reagent/catalyst; Inert atmosphere; Molecular sieve;

DOI:10.1021/jacs.0c04742

upstream raw materials:

2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane

4,4'-diacetoxy-α,α'-dichloro-bibenzyl

4,4'-dimethoxydiphenylacetylene

4-(prop-1-yn-1-yl)phenol

Downstream raw materials:

4,4'-bis(acetoxy)diphenylacetylene

4,4'-Diacryloyloxytolan

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenoxy}-tetrahydro-pyran-3-yl ester

bis-(4-benzoyloxy-phenyl)-acetylene

Refernces

• 1、 Cui, Mingxu,Bai, Wei,Sung, Herman H. Y.,Williams, Ian D.,Jia, Guochen. "Robust Alkyne Metathesis Catalyzed by Air Stable d2Re(V) Alkylidyne Complexes". supporting information. p. 13339 - 13344. Retrieved 2020/09/03.
• 2、 Gong, Yanjun,Zhang, Yifan,Xiong, Wei,Zhang, Ke,Che, Yanke,Zhao, Jincai. "Molecular Interactions Control Quantum Chain Reactions toward Distinct Photoresponsive Properties of Molecular Crystals". supporting information. p. 10649 - 10652. Retrieved 2017/08/15.