4081-02-1

Basic information

• Product Name: 4,4'-DihydroxytriphenylMethane
• Synonyms: 4,4'-DihydroxytriphenylMethane;4,4'-(phenylMethylene)diphenol
• CAS NO: 4081-02-1
• Molecular Formula: C₁₉H₁₆O₂
• Molecular Weight: 276.32914
• Mol File: 4081-02-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4'-DihydroxytriphenylMethane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DihydroxytriphenylMethane(4081-02-1)
• EPA Substance Registry System: 4,4'-DihydroxytriphenylMethane(4081-02-1)

Safety Data

• Hazardous Substances Data: 4081-02-1(Hazardous Substances Data)

Upstream product

• 664-35-7 Hydroxy-phenyl-bis-(4-hydroxy-phenyl)-methan 
• 81-90-3 phenolphthalin 
• 603-40-7 4,4'-benzylidenedianiline 
• 100-52-7 benzaldehyde 
• 108-95-2 phenol 
• 98-87-3 benzylidene dichloride 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 51608-60-7 phenyl N-tosyl imine 

Downstream Products

• 101-53-1 p-benzylphenol 
• 519-73-3 triphenylmethane 
• 7500-76-7 4,4'-dimethoxytriphenylmethane 
• 859937-24-9 4,4'-benzylidene-bis-cyclohexanol 
• 860767-37-9 2,6,2',6'-tetrabromo-4,4'-benzylidene-di-phenol 
• 95436-14-9 4,4'-(phenylmethylene)bis(4,1-phenylene) diacetate 
• 664-35-7 Hydroxy-phenyl-bis-(4-hydroxy-phenyl)-methan 
• 108-95-2 phenol 
• 697299-46-0 bis[4-(propylcarbamoyloxy)phenyl]phenylmethane 
• 859820-11-4 4,4'-benzylidene-bis-cyclohexanone 
• 1092362-48-5 4-((4-hydroxyphenyl)(phenyl)methyl)phenyl acetate 
• 32728-28-2 bis(4-cyanatophenyl)phenylmethane 

Relevant articles and documents

The Reaction of 2,4,6-Trihalophenols with Tropylium Perchlorate. A New Route for Triphenylmethane-Type Pigments

The reaction of 2,4,6-tribromo- and triiodophenols with tropylium perchlorate in the presence of triethylamine gave 4-(3,5-dihalo-4-hydroxy-α-phenylbenzylidene)-2,6-dihalo-2,5-cyclohexadien-1-ones, respectively.

Metal- And solvent-free synthesis of aniline- And phenol-based triarylmethanes: Via Br?nsted acidic ionic liquid catalyzed Friedel-Crafts reaction

A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Br?nsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a broad range of substrates, giving the corresponding aniline-based triarylmethane products in good to excellent yields (up to 99%). In addition, alternative aromatic nucleophiles such as phenols and electron-rich arenes were also studied using this useful approach to achieve a diversity of triarylmethane derivatives in high to excellent yields. This journal is

METHOD FOR PRODUCING BISPHENOL COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an aldehyde bisphenol compound, wherein a 4,4'-substituted body is obtained efficiently and easily with significantly high regioselectivity. SOLUTION: When producing an aldehyde bisphenol compound from a phenol and an aldehyde, a heteropoly acid is used as an acid catalyst. The heteropoly acid has: a hydrogen atom; an oxygen atom; an atom of Groups 5 to 6 in the periodic table; and an atom of Groups 7 to 16 in the periodic table, excluding the oxygen atom, as constituent atoms, respectively, with the ratio between the number of hydrogen atoms/the number of anions being 0.080 or more. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

METHOD FOR PRODUCING BISPHENOL COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an aldehyde bisphenol compound, wherein a 4,4'-substituted body is obtained efficiently and easily with significantly high regioselectivity. SOLUTION: When producing an aldehyde bisphenol compound from a phenol and an aldehyde, a heteropoly acid is used as an acid catalyst, the heteropoly acid represented by the following formula (I): Hn(X2Y18O62) [where, n is an integer of 1 or greater, represented by the following formula (II), X is a p-valent atom of Groups 7 to 16 in the periodic table, excluding the oxygen atom, Y is a p-valent atom of Groups 5 to 6 in the periodic table, where p and q are valences of X and Y and represented by the number of 1 or more]. The formula (II): n=124-2p-18q [where, n, p and q are the same as described in the formula (I)]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

METHOD FOR PRODUCING BISPHENOL COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an aldehyde bisphenol compound, where, a specific catalyst and a second component are combined, to efficiently and easily obtain a 4,4'-substituted body with a significantly high regioselectivity. SOLUTION: When an aldehyde bisphenol compound is produced from a phenol and an aldehyde, the production is conducted in coexistence with a heteropoly acid as an acid catalyst and a specific mercapto compound. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Solventless triarylmethane synthesis via hydroxyalkylation of anisole with benzaldehyde by modified heteropoly acid on mesocellular foam silica (MCF)

Triarylmethane (TRAM) compounds have wide applications such as leuco dyes for sensing tumors and other biological activities. Hydroxyalkylation of arenes with benzaldehyde results in formation of triarylmethane compounds. In the present study, 20 (wt.%) Cs2.5H0.5PW12O40 (Cs-DTP) supported on mesocellular foam (MCF) silica was prepared, characterized and tested for its activity in hydroxyalkylation reaction of anisole with benzaldehyde. Its activity was compared with commercial catalysts like Amberlyst-15, montmorillonite clay K-10, H3PW12O40 and unsupported Cs2.5H0.5PW12O40.The prepared catalyst showed the best activity compared to others with advantage of separation of catalyst and reusability. Reaction parameters were studied in detail and kinetic study was carried out for the said reaction. 20 (wt. %) Cs-DTP/MCF was found to be the best, robust and reusable catalyst. Reaction mechanism and kinetics were also studied. The results are new.

Br?nsted acid ionic liquids catalyzed Friedel-Crafts Alkylations of electron-rich arenes with aldehydes

Triarylmethanes (TRAMs) and diarylalkanes (DIAAs) are valuable intermediates with wide applications in many fields. TRAMs are usually obtained from the acid-catalysed bisarylation of activated aryl aldehydes. However, the synthesis poses many problems, such as harsh reaction conditions, and the disposal of the excess solvents and/or toxic metal waste. In this study, some functionalized ionic liquids including Br?nsted acid ionic liquids (BAILs) and traditional ionic liquids were designed and synthesized. BAILs catalyzed Friedel-Crafts (F-C) alkylation was applied in this specific reaction for the first time. And the BAILs showed bifunctional properties acting as catalyst and solvent. Research shows that BAILs can be used for catalyzing F-C alkylations of electron-rich arenes with aromatic or aliphatic aldehydes successfully under mild reaction conditions. Furthermore, BAILs containing triflic anion has higher activity than other BAILs and traditional ionic liquids. [HSO 3-pmim][OTf] gets the highest yields in the presence of 20 mol% of BAILs at 40 °C to give the corresponding TRAMs derivatives. After five cycles, the yields remain about 93-97%. Finally, according to IR spectrum and the experimental validation, the aromatic electrophilic substitution reaction was considered to be the possible catalysis mechanisms.

Room-temperature bismuth-catalyzed bis-arylation of carbonyl compounds with aryl ethers and phenols

Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to provide the corresponding diarylmethanes and triarylmethanes selectively in good to excellent yields. Using Bi2(SO4)3 as the catalyst and TMSCl as the additive, a wide variety of aldehydes, ketones, and acetals were smoothly condensed with aryl ethers at room temperature to selectively provide the corresponding diarylmethanes and triarylmethanes in good to excellent yields. Copyright

Linear free-energy relationship analysis of a catalytic desymmetrization reaction of a diarylmethane-bis(phenol)

(Figure presented) Linear free-energy relationships have been found for enantioselectivity and various steric parameters in an enantioselective desymmetrization of symmetrical bis(phenol) substrates. The potential origin of this observation and the role of different steric parameters are discussed.

Catalytic selective bis-arylation of imines with anisole, phenol, thioanisole and analogues

The first highly efficient double Friedel-Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi2(SO 4)3-TMSCl at room temperature. The Royal Society of Chemistry.