4-(1,2,2-Triphenylvinyl)phenol

Base Information

• Chemical Name: 4-(1,2,2-Triphenylvinyl)phenol
• CAS No.: 76115-06-5
• Molecular Formula: C26H20O
• Molecular Weight: 348.444
• DSSTox Substance ID: DTXSID20462106
• Nikkaji Number: J2.442.323I
• Mol file: 76115-06-5.mol

Synonyms:4-(1,2,2-Triphenylvinyl)phenol;76115-06-5;4-(1,2,2-triphenylethenyl)phenol;Phenol, 4-(triphenylethenyl)-;1-(4-Hydroxyphenyl)-1,2,2-triphenylethene;YSWG118;SCHEMBL14354292;DTXSID20462106;4-(1,2,2'-triphenylvinyl)phenol;MFCD30342417;AKOS027460999;CS-W018439;1-(4-hydroxybenzene)-1,2,2-tristyrene;AS-60842;T3895

Chemical Property of 4-(1,2,2-Triphenylvinyl)phenol

Chemical Property:

• Melting Point: 215-217 °C (decomp)
• Boiling Point: 454.4±14.0 °C(Predicted)
• PKA: 10.15±0.15(Predicted)
• PSA: 20.23000
• Density: 1.146±0.06 g/cm3(Predicted)
• LogP: 6.39960
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 348.151415257
• Heavy Atom Count: 27
• Complexity: 446

Purity/Quality:

98.5% ^*data from raw suppliers

4-(1,2,2-Triphenylvinyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(1,2,2-Triphenylvinyl)phenol

There total 28 articles about 4-(1,2,2-Triphenylvinyl)phenol 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: 98.1%

(2-(4-methoxyphenyl)ethene-1,1,2-triyl)tribenzene (70592-05-1) → 1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene (76115-06-5)

Guidance literature:

(2-(4-methoxyphenyl)ethene-1,1,2-triyl)tribenzene; With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 17h;

With water; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/c5tc01597a

Reference yield: 94.0%

Triphenylvinyl bromide (1607-57-4) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene (76115-06-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

Reference yield: 88.0%

benzophenone (119-61-9) + 4-Hydroxybenzophenone (1137-42-4) → 1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene (76115-06-5)

Guidance literature:

With titanium tetrachloride; zinc; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob00068h

upstream raw materials:

1-(4'-acetoxyphenyl)-1,2,2-triphenylethylene

1-(4'-benzyloxyphenyl)-1,2,2-triphenylethanol

p-Iodophenol

diphenyl acetylene

Downstream raw materials:

N,N'-dicyclohexyl-1,7-di(4-(1,2,2-triphenyl)-vinyl)-phenoxyperylene-3,4:9,10-tetracarboxylic bisimide

C₇₄H₇₄O₁₁

Refernces

• 1、 Yan, Saisai,Gao, Zhinong,Xia, Yan,Liao, Xueming,Chen, Yifan,Han, Jia,Pan, Chenchen,Zhang, Yingfang. "A Tetraphenylethene Luminogen-Functionalized Gemini Surfactant for Simple and Controllable Fabrication of Hollow Mesoporous Silica Nanorods with Enhanced Fluorescence". . p. 13653 - 13666. Retrieved 2018.
• 2、 Wang, Molin,Wang, Enhao,Cao, Han,Liu, Shunjie,Wang, Xianhong,Wang, Fosong. "Construction of Self-Reporting Biodegradable CO2-Based Polycarbonates for the Visualization of Thermoresponsive Behavior with Aggregation-Induced Emission Technology?". . p. 3037 - 3043. Retrieved 2021.
• 3、 Jiang, Shan,Huang, Tian Ya,Wang, Ke Min,Tang, Ben Zhong,Yu, Qiang. "A New determination method of the solubility parameter of polymer based on AIE". . . Retrieved 2017.
• 4、 Jiang, Shengjie,Qiu, Jiabin,Lin, Bingni,Guo, Hongyu,Yang, Fafu. "First fluorescent sensor for curcumin in aqueous media based on acylhydrazone-bridged bis-tetraphenylethylene". . . Retrieved 2020.
• 5、 Ciesiolkiewicz, Karolina,Cybinska, Joanna,Drobczynski, Slawomir,Komorowska, Katarzyna,Kowal, Dominik,Rola, Krzysztof,Skorenski, Marcin,Smiglak, Marcin,Szpecht, Andrea,Zajac, Adrian. "Fluorescent ionic liquid micro reservoirs fabricated by dual-step E-beam patterning". . . Retrieved 2021.
• 6、 Jiang, Shengjie,Qiu, Jiabin,Chen, Shibing,Guo, Hongyu,Yang, Fafu. "Double-detecting fluorescent sensor for ATP based on Cu2+ and Zn2+ response of hydrazono-bis-tetraphenylethylene". . . Retrieved 2020.
• 7、 Chen, Shibing,Guo, Hongyu,Jiang, Shengjie,Yang, Fafu. "“Turn-on” far-red fluorescence sensor for Y3+ based on Schiff-based tetraphenylethylene". . . Retrieved 2020.
• 8、 Su, Xing,Wang, Yi,Fang, Xiaofeng,Zhang, Yu-Mo,Zhang, Ting,Li, Minjie,Liu, Yifei,Lin, Tingting,Zhang, Sean Xiao-An. "A High Contrast Tri-state Fluorescent Switch: Properties and Applications". . p. 3205 - 3212. Retrieved 2016.
• 9、 Guo, Hongyu,Lin, Guoliang,Yang, Fafu,Zhang, Xiaoyi. "Tetraphenylethylene-rufigallol-tetraphenylethylene trimers: Novel fluorescence liquid crystals in aggregated states". . . Retrieved 2021/10/16.
• 10、 Jiao, Jianmin,Sun, Guangping,Zhang, Jikun,Lin, Chen,Jiang, Juli,Wang, Leyong. "The Preparation of a Water-Soluble Phospholate-Based Macrocycle for Constructing Artificial Light-Harvesting Systems". supporting information. p. 16601 - 16605. Retrieved 2021/10/19.