1177-35-1

Basic information

• Product Name: 1,3,5-Triazine, 2,4,6-tris(4-methylphenoxy)-
• CAS NO: 1177-35-1
• Molecular Formula: C24H21N3O3
• Molecular Weight: 399.449
• Mol File: 1177-35-1.mol

Chemical Properties

• CAS DataBase Reference: 1,3,5-Triazine, 2,4,6-tris(4-methylphenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Triazine, 2,4,6-tris(4-methylphenoxy)-(1177-35-1)
• EPA Substance Registry System: 1,3,5-Triazine, 2,4,6-tris(4-methylphenoxy)-(1177-35-1)

Safety Data

• Hazardous Substances Data: 1177-35-1(Hazardous Substances Data)

Usage

Chemical structure

A trisubstituted 1,3,5-triazine derivative

Common use

Herbicide

Herbicidal activity

Strong

Application

Control of weeds in agricultural settings

Effectiveness

Against a wide range of broadleaf and grassy weeds

Inhibition mechanism

Inhibits the growth of unwanted plants

Additional studies

Potential applications in the pharmaceutical industry for drug development

Safety concerns

May pose risks to human health and the environment if not properly managed

Handling

Requires caution and proper management

Upstream product

• 1124-58-9 p-tolylcyanate 
• 622-79-7 benzyl azide 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 1121-70-6 sodium 4-methylphenoxide 
• 1192-96-7 potassium p-cresolate 
• 106-44-5 p-cresol 

Downstream Products

• 79922-89-7 (4,6-Bis-p-tolyloxy-[1,3,5]triazin-2-yl)-propyl-amine 
• 79922-90-0 (4,6-Bis-p-tolyloxy-[1,3,5]triazin-2-yl)-cyclohexyl-amine 
• 79922-84-2 (4,6-Bis-p-tolyloxy-[1,3,5]triazin-2-yl)-isopropyl-amine 
• 79922-92-2 (4,6-bis-p-tolyloxy-[1,3,5]triazin-2-yl)-phenyl-amine 
• 79922-91-1 Benzyl-(4,6-bis-p-tolyloxy-[1,3,5]triazin-2-yl)-amine 
• 108-88-3 toluene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 106-49-0 p-toluidine 
• 167283-32-1 N-(p-tolyl)indole 
• 644-08-6 4-Methylbiphenyl 
• 27331-34-6 1-(4-methylphenyl)naphthalene 
• 4714-21-0 4-methylstilbene 
• 3077-16-5 4-(4-methylphenyl)morpholine 
• 4316-53-4 diphenyl(p-tolyl)amine 

Relevant articles and documents

Microwave assisted synthesis of triaryl cyanurates

Rapid synthesis of triaryl cyanurates(2,4,6-triaryloxy-1,3,5-triazine) was carried out by reacting cyanuric chloride with the sodium salt of hydroxyaryl compounds in water using focused microwaves. Environmentally friendly procedure and isolation of pure products in excellent yields are important features of this method.

Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride

A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.

Nickel-catalysed C–O bond reduction of 2,4,6-triaryloxy-1,3,5-triazines in 2-methyltetrahydrofuran

A nickel-catalysed reduction of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) in ecofriendly 2-methyltetrahydrofuran (2-MeTHF) is described. The phenol-TCT derivatives were readily prepared using grinding method in short time without further purification. This catalytic system allowed the facile C–O cleavage of phenol-TCT derivatives under mild reaction conditions with high efficiency and good functional group tolerance. Gram-scale reaction was also achieved. Particularly, sequential functionalization of phenol-TCT derivatives followed by C–O bond reduction could also be realized, affording the high value-added products in moderate to good yields.

Attempt to Synthesize Hindered 2,4,6-Tri-Aryloxy-s-Triazines: Bis(2,4-di-tert-Butylphenyl) Carbonate – Crystal Structure

Some less hindered 2,4,6-tri-aryloxy-s-triazines were synthesized through the reaction of the corresponding phenols as a starting materials with cyanogen bromide (BrCN) to obtain the corresponding arylcyanates and then trimerized. Unexpectedly, 2,4-di-tert-butyl-1-cyanatobenzene derived from 2,4-di-tert-butylphenol did not trimerize but, indeed, yielded bis(2,4-di-tert-butylphenyl) carbonate. The structures of 2,4,6-tri-aryloxy-s-triazines and bis(2,4-di-tert-butylphenyl) carbonate were characterized by means of IR, 1H, and 13C NMR spectroscopies. Also the structure of the latter compound was studied by X-ray crystallography.

Chitosan-Supported Ni particles: An Efficient Nanocatalyst for Direct Amination of Phenols

A practical method for the direct amination of phenols using 2,4,6-trichloro-1,3,5-triazine (TCT) as an efficient promotor for the activation of phenols in the presence of an efficient and recyclable heterogeneous catalyst prepared by immobilization of nickel particles on triazole modified chitosan is described. This heterogeneous catalyst has demonstrated a promising activity for the conversion of phenolic compounds to their corresponding amine under mild conditions. Moreover, the obtained catalyst can be reused in five consecutive runs with consistent catalytic activity.

Nickel-Catalyzed Deoxycyanation of Activated Phenols via Cyanurate Intermediates with Zn(CN)2: A Route to Aryl Nitriles

A novel, and efficient nickel-catalyzed deoxycyanation of phenolic compounds using relatively nontoxic Zn(CN)2 as the cyanide source was developed. The reaction of C-O bond activated phenolic compounds by 2,4,6-trichloro-1,3,5-triazine with Zn(CN)2 in the presence of a nickel precatalyst afforded the aromatic nitriles in good to excellent yields.

Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine

A nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) using aminoacetonitrile as the cyanating agent is described. This catalytic system delivered the desired products in moderate to good yields with good substrate compatibility. The readily available starting materials, cost-effective nickel catalyst and metal-free cyanating agent are the major features of the present method.

Efficient Ni-catalyzed conversion of phenols protected with 2,4,6-trichloro-1,3,5-triazine (TCT) to olefins

An efficient Ni(COD)2/dppf catalyzed olefination of Ar-O-TCT as synthetic equivalents of aryl halides is described. Activation of C-O bonds in phenols as readily available compounds was achieved with 2,4,6-trichloro-1,3,5-triazine (TCT). This method provides practical access to 1,2-disubstituted olefins in high yields and high functional group compatibility.

Nickel-catalyzed one-pot deoxygenation and reductive homocoupling of phenols via C-O activation using TCT reagent

A new method for C-O bond activation of phenolic compounds has been achieved using 2,4,6-trichloro-1,3,5-triazine to utilize in one-pot Ni-catalyzed deoxygenation and reductive homocoupling reactions. With this simple method, phenolic compounds were converted to their corresponding arenes or biaryl compounds under mild conditions. The introduced methodology has a broad scope and demonstrates good functional group compatibility.

Nickel-catalyzed one-pot synthesis of biaryls from phenols and arylboronic acids via C-O activation using TCT reagent

In this study, the direct Nickel-catalyzed Suzuki-Miyaura coupling reaction of phenols and arylboronic acids via C-O bond activation using 2,4,6-trichloro-1,3,5-triazine (TCT) is described. Initially, phenols were reacted with TCT to give the corresponding 2,4,6-triaryloxy-1,3,5-triazine (TAT) products. Subsequently, arylboronic acid, base and Ni-catalyst were added to the generated aryl C-O electrophile to obtain the final biaryl product. This study represents a simple and direct method for the synthesis of biaryls from phenolic compounds using sub-stoichiometric amounts of TCT as a cheap and readily available C-O activating reagent.