4,4',4''-Methanetriyltriphenol

Base Information

• Chemical Name: 4,4',4''-Methanetriyltriphenol
• CAS No.: 603-44-1
• Molecular Formula: C19H16O3
• Molecular Weight: 292.334
• European Community (EC) Number: 210-040-2
• NSC Number: 75955
• DSSTox Substance ID: DTXSID50897129
• Nikkaji Number: J6.808J
• Wikidata: Q72513574
• ChEMBL ID: CHEMBL1939843
• Mol file: 603-44-1.mol

Synonyms:603-44-1;4,4',4''-methanetriyltriphenol;4,4',4''-Trihydroxytriphenylmethane;Leucoaurin;Leucoaurine;4-[bis(4-hydroxyphenyl)methyl]phenol;4,4',4''-methylidynetriphenol;Leucaurin;Phenol, methylidynetris-;Phenol, 4,4',4''-methylidynetris-;4,4,4-Trihydroxytriphenylmethane;4,4',4''-Methylidynetrisphenol;Phenol, methylidyne(tris-;Tris(4-hydroxyphenyl)methane;4,4',4"-trihydroxytriphenylmethane;EINECS 210-040-2;NSC-75955;25639-41-2;4,4,4-Methylidynetriphenol;NSC75955;Trioxytriphenylmethan;Tris(p-hydroxyphenyl)methane;NCIOpen2_003871;SCHEMBL40254;CHEMBL1939843;DTXSID50897129;BCP03780;BBL102331;MFCD00191589;NSC 75955;STL556131;Phenol, 4,4',4''-methylidynetri-;AKOS015856457;AS-10636;NCI60_041668;CS-0138509;FT-0632503;T1484;A832702;W-105259;1-CYCLOPROPYL-6-FLUORO-1,4- DIHYDRO-8-METHOXY-7-(3-METHYLAMINOPIPERIDIN-1-YL)-4-OXOQUINOLINE-3-CARBOXYLIC ACID

Chemical Property of 4,4',4''-Methanetriyltriphenol

Chemical Property:

• Vapor Pressure: 8.98E-11mmHg at 25°C
• Melting Point: 247 °C
• Refractive Index: 1.674
• Boiling Point: 503.8 °C at 760 mmHg
• PKA: 9.83±0.10(Predicted)
• Flash Point: 239.6 °C
• PSA: 60.69000
• Density: 1.282 g/cm³
• LogP: 3.98360
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 292.109944368
• Heavy Atom Count: 22
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

4,4',4''-Trihydroxytriphenylmethane >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O)O
• General Description: 4,4',4''-Trihydroxytriphenylmethane (also known as tris(4-hydroxyphenyl)methane) is a rigid, triphenylmethane-based mesogen that serves as a key building block for unconventional liquid-crystalline materials. Its structure, featuring three phenolic groups attached to a central methane carbon, contributes to the formation of columnar and cubic liquid-crystalline phases when incorporated into bowl-shaped or dumbbell-shaped mesogens. 4,4',4''-TRIHYDROXYTRIPHENYLMETHANE's polarity and bulkiness influence the self-assembly and photoluminescent properties of these materials, making it useful for applications in electrooptics, photonics, and sensory devices.

Technology Process of 4,4',4''-Methanetriyltriphenol

There total 23 articles about 4,4',4''-Methanetriyltriphenol 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%

tris(4-methoxyphenyl)methanol (3010-81-9) → 4,4',4''-methylidynetrisphenol (603-44-1)

Guidance literature:

With sodium thioethylate; In N,N-dimethyl-formamide; for 24h; Heating;

DOI:10.1039/C39910000414

Reference yield: 80.0%

carbon monoxide (201230-82-2) + phenol (108-95-2,27073-41-2) → bis-(4-hydroxyphenyl)methane (620-92-8) + 4,4',4''-methylidynetrisphenol (603-44-1) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + salicylaldehyde (90-02-8)

Guidance literature:

With hydrogen fluoride; boron trifluoride; at 45 ℃; for 4.5h; under 37503.8 - 60006 Torr; Further Variations:; Reagents; time; Product distribution;

DOI:10.1055/s-2006-942480

Reference yield: 80.0%

N-(4-hydroxybenzylidene)-4-methylbenzenesulfonamide + phenol (108-95-2,27073-41-2) → 4,4',4''-methylidynetrisphenol (603-44-1)

Guidance literature:

With chloro-trimethyl-silane; bismuth(III) sulfate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/b800066b

upstream raw materials:

chloroform

potassium phenolate

4-hydroxy-benzaldehyde

phenol

Downstream raw materials:

tris(4-methoxyphenyl)methane

trifluoromethanesulfonic acid methylidynetri-4,1-phenylene ester

2,6-Bis<4-methyl>phenoxymethyl>pyridin

C₃₇H₅₂O₁₂

Refernces

Nanostructured columnar and cubic liquid-crystalline assemblies consisting of unconventional rigid mesogens based on triphenylmethanes

10.1016/j.tet.2008.06.034

The research focuses on the synthesis and properties of liquid-crystalline (LC) molecules with unconventional shapes, specifically bowl-shaped and dumbbell-shaped mesogens based on triarylmethyl moieties. The study explores the formation of columnar and micellar cubic liquid-crystalline phases using these mesogens. The bowl-shaped molecules contain one triarylmethyl moiety, while the dumbbell-shaped molecules consist of two triarylmethyl moieties connected by rigid rods. The research investigates the effects of structural bulkiness and polarity on the LC properties of these molecules. Key chemicals involved in the synthesis include tris(4-hydroxyphenyl)methane, tris(4-hydroxyphenyl)ethane, 3,4,5-tridodecyloxybenzyl chloride, and various aromatic compounds such as ethyl benzoate, methyl isonicotinate, and 1,4-phenyldiboronic acid. The study also examines the photoluminescence properties of a specific dumbbell-shaped molecule containing a terphenyl moiety, which shows aggregated structures in the cubic phase. The research aims to develop new building blocks for liquid-crystalline materials with potential applications in various fields such as electrooptics, photonics, and sensory devices.

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