1700-02-3

Basic information

• Product Name: 2,4-Dichloro-6-phenyl-1,3,5-triazine
• Synonyms: 4,6-DICHLORO-2-PHENYL TRIAZINE;1,3,5-TRIAZINE-2,4-DICHLORO, 6-PHENYL-;2,4-DICHLORO-6-PHENYL-1,3,5-TRIAZINE;2-[(4-AMINO-3-CHLORO)BENZOYL]BENZOIC ACID;LABOTEST-BB LT00044422;2,4-Dichloro-Phenyl-1,3,5-Triazine;2-Phenyl-4,6-dichlorotriazine;4,6-Dichloro-2-phenyl-1,3,5-triazine
• CAS NO: 1700-02-3
• Molecular Formula: C₉H₅Cl₂N₃
• Molecular Weight: 226.06
• EINECS: 216-928-6
• Product Categories: 1,3,5-triazine;OLED
• Mol File: 1700-02-3.mol
• Article Data: 86

Chemical Properties

• Melting Point: gt. 119.0 to 123.0 °C
• Boiling Point: 136°C/1mmHg(lit.)
• Flash Point: 244.9 °C
• Appearance: White powder
• Density: 1.428 g/cm³
• Vapor Pressure: 4.06E-07mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.67±0.10(Predicted)
• CAS DataBase Reference: 2,4-Dichloro-6-phenyl-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-6-phenyl-1,3,5-triazine(1700-02-3)
• EPA Substance Registry System: 2,4-Dichloro-6-phenyl-1,3,5-triazine(1700-02-3)

Safety Data

• Hazardous Substances Data: 1700-02-3(Hazardous Substances Data)

Usage

Description

2,4-Dichloro-6-phenyl-1,3,5-triazine is a heterocyclic derivative and can be used as intermediate of synthetic materials.

Chemical Properties

White to Orange to Green powder to crystal.

Uses

2,4-Dichloro-6-phenyl-1,3,5-triazine, is a building block as an OLED intermediate for the synthesis of bipolar host materials such as 2,4,6-tris(4-(N,N-diphenylamino)phenyl)-1,3,5-triazine (TDPA–TRZ) for phosphorescent organic light-emitting diodes (PhOLED).

Synthesis

2,4-Dichloro-6-phenyl-1,3,5-triazine was prepared by reaction of 36.2 g (0.21 mol) of 2,4-dihydroxy-6-phenyl-1 ,3,5-triazine with 180 g (1.51 mol) of thionyl chloride and 17.3 g of N,N-dimethylformamide (DMF) at 60°C for 3 h. The excess thionyl chloride was distilled,and the residue was poured into water to give a product.The white product was filtered off, dried, and recrys-tallized from benzene to give a yield of 22.0 g (47.4%).

InChI:InChI=1/C9H5Cl2N3/c10-8-12-7(13-9(11)14-8)6-4-2-1-3-5-6/h1-5H

Upstream product

• 25816-30-2 N-Cyanochloroformamidine 
• 611-74-5 N,N-dimethylbenzamide 
• 100-47-0 benzonitrile 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 2622-89-1 diphenylborinic acid 
• 98-80-6 phenylboronic acid 
• 506-77-4 cyanogen chloride 
• 93-58-3 benzoic acid methyl ester 
• 71-43-2 benzene 
• 3764-01-0 2,4,6-trichloropyrimidine 
• 100-58-3 phenylmagnesium bromide 
• 108-80-5 isocyanuric acid 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 474100-07-7 2-{(3S,5R)-4-[2-((R)-1-Butoxy-ethyl)-pyrimidin-4-yl]-3,5-dimethyl-piperazin-1-yl}-4-chloro-6-phenyl-[1,3,5]triazine 
• 685867-00-9 (4-chloro-6-phenyl-[1,3,5]triazin-2-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine 
• 333726-19-5 C₁₆H₁₄N₄O 
• 1091629-06-9 C₂₆H₄₅N₇O₂ 
• 1065663-44-6 9,9'-(6-phenyl-1,3,5-triazine-2,4-diyl)bis(9H-carbazole) 
• 3842-55-5 2-chloro-4,6-diphenyl-1,3,5-triazine 

Relevant articles and documents

Synthesis, photophysical and electrochemical properties of novel carbazole-triazine based high triplet energy, solution-processable materials

A series of molecules; tBuCz1SiTrz, tBuCz2SiTrz and tBuCz3SiTrz, which contain carbazole unit as hole-transporting group (donor-D) and triazine unit as electron transporting group (acceptor-A) were synthesized and characterized as high-triplet energy (>2.9 eV), solution-processable bipolar emitting materials. The conjugation between the D-A groups was interrupted by using bulky tetraphenylsilane groups as spacer aiming to obtain large bandgap and high-triplet energy. The photophysical behaviors of the molecules were investigated by UV-Vis absorption, photoluminescence, phosphorescence, photoluminescence quantum yield and lifetime measurements. Solvent polarity effects were investigated on the intramolecular charge transfer (ICT) behaviour and large solvatochromic effect was observed with the increasing solvent polarity. Electrochemical properties were determined by cyclic voltammetry. All molecules showed oxidation bands arise from the carbazole groups. Reduction bands were originated from the triazine groups and the intramolecular charge transfer between D-A groups. Photophysical, electrochemical and computational characterizations addressed that tBuCz2SiTrz has the weakest ICT character, highest photoluminescence quantum yield (PLQY) and charge balance.

Synthesis method of 2, 4-dihalogen-6-aryl substituted triazine derivative

The invention belongs to the technical field of compound synthesis, and particularly discloses a synthesis method of a 2, 4-dihalogen-6-aryl substituted triazine derivative. The synthesis method comprises the following steps: generating an intermediate triazine diketone compound from an aryl formate compound and biuret under the action of alkali, and reacting under the action of a halogenating reagent to obtain the 2, 4-dihalogen-6-aryl substituted triazine derivative. The method has the characteristics of cheap and accessible raw materials, can greatly lower the production cost, has the advantages of mild reaction conditions, single reaction product, fewer byproducts and no impurity removal difficulty, is simple in technological operation, can easily obtain the high-purity product, and issuitable for large-scale industrial production.

Synthesis method of dihalogenated s-triazine

The invention discloses a synthesis method of dihalogenated s-triazine. The method comprises the following steps: dissolving a substituted nitrile compound and a halogenated nitrile compound in a certain solvent, adding a certain catalyst, and introducing halogenated hydrogen at a certain temperature for a certain period of time, and reacting to obtain the dihalogenated s-triazine. The invention provides a new reaction route for synthesizing the dihalogenated s-triazine, the dihalogenated s-triazine is prepared by taking the substituted nitrile compound and the halogenated nitrile compound as raw materials and adopting a one-step reaction, the reaction steps and process are saved, the process is simple and convenient, the cost is low, the product yield is high and reaches 99 percent or above, and moreover, a dangerous process of Grignard reaction is avoided in the synthesis process, the production risk is reduced, and meanwhile, the problem of environmental pollution is avoided.

Selective catalytic synthesis of α-alkylated ketones and β-disubstituted ketones via acceptorless dehydrogenative cross-coupling of alcohols

Herein, a phosphine-free pincer ruthenium(III) catalyzed β-alkylation of secondary alcohols with primary alcohols to α-alkylated ketones and two different secondary alcohols to β-branched ketones are reported. Notably, this transformation is environmentally benign and atom efficient with H2O and H2 gas as the only byproducts. The protocol is extended to gram-scale reaction and for functionalization of complex vitamin E and cholesterol derivatives.