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2,4,6-Triphenylaniline is an organic compound that consists of an aniline molecule with three phenyl groups attached to the 2nd, 4th, and 6th positions. It is known for its ability to be oxidized to azo(2,4,6-triphenylbenzene) in acetonitrile containing pyridine. This characteristic makes it a potentially useful compound in various applications.

6864-20-6

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6864-20-6 Usage

Uses

Used in Chemical Synthesis:
2,4,6-Triphenylaniline is used as a starting material for the synthesis of various organic compounds, particularly those involving the formation of azo dyes and other related structures. Its unique structure allows for the creation of a wide range of derivatives with diverse properties and applications.
Used in Dye Manufacturing:
2,4,6-Triphenylaniline is used as a precursor in the production of azo dyes, which are widely used in the textile, plastics, and printing industries. The oxidation of 2,4,6-triphenylaniline to azo(2,4,6-triphenylbenzene) enables the creation of dyes with specific color properties and stability.
Used in Research and Development:
2,4,6-Triphenylaniline serves as a valuable compound for research purposes, particularly in the fields of organic chemistry and materials science. Its reactivity and structural properties make it an interesting subject for studying various chemical reactions and exploring new applications.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2,4,6-triphenylaniline could potentially be used in the pharmaceutical industry as a building block for the development of new drugs or drug candidates. Its structural diversity and reactivity may allow for the creation of compounds with specific biological activities or properties.

Check Digit Verification of cas no

The CAS Registry Mumber 6864-20-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,8,6 and 4 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6864-20:
(6*6)+(5*8)+(4*6)+(3*4)+(2*2)+(1*0)=116
116 % 10 = 6
So 6864-20-6 is a valid CAS Registry Number.
InChI:InChI=1/C24H19N/c25-24-22(19-12-6-2-7-13-19)16-21(18-10-4-1-5-11-18)17-23(24)20-14-8-3-9-15-20/h1-17H,25H2

6864-20-6 Well-known Company Product Price

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  • Alfa Aesar

  • (B24871)  2,4,6-Triphenylaniline, 98%   

  • 6864-20-6

  • 1g

  • 1073.0CNY

  • Detail
  • Alfa Aesar

  • (B24871)  2,4,6-Triphenylaniline, 98%   

  • 6864-20-6

  • 5g

  • 3694.0CNY

  • Detail
  • Alfa Aesar

  • (B24871)  2,4,6-Triphenylaniline, 98%   

  • 6864-20-6

  • 25g

  • 18275.0CNY

  • Detail

6864-20-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4,6-TRIPHENYLANILINE

1.2 Other means of identification

Product number -
Other names BIDD:GT0713

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6864-20-6 SDS

6864-20-6Relevant academic research and scientific papers

NOVEL COMPOUND AND ORGANIC ELECTROLUMINESCENT DIVICE INCLUDING THE SAME

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Paragraph 0128; 0132-0136, (2019/03/30)

The present invention relates to a novel arylamine compound, which facilitates hole injection and hole transport, thereby exhibiting effects of low voltage and low power consumption. In addition, the novel arlyamine compound exhibits high efficiency by having high LUMO, which enables electronic blocking, due to a wide band gap and can increase thermal stability through Tg rise by increasing robustness in a molecule, thereby stabilizing the life of a device.COPYRIGHT KIPO 2019

Benzimidazole-based palladium-N-heterocyclic carbene: A useful catalyst for C-C cross-coupling reaction at ambient condition

Gupta, Sumanta,Basu, Basudeb,Das, Sajal

, p. 122 - 128 (2013/01/15)

A convenient way for the synthesis of benzimidazole-based Pd-N-heterocyclic carbene complex and its structural characterization are described. The complex efficiently catalyzes Suzuki cross-coupling reaction in a wide variety of substrates including heteroaromatic system at ambient condition. The catalyst is also effective for multi Suzuki cross-coupling reaction. In addition, the catalyst is equally active toward C-C cross-coupling reaction between acid chloride and arylboronic acid, giving the desired ketones in high yield.

Ligand effects on hydrogen atom transfer from hydrocarbons to three-coordinate iron imides

Cowley, Ryan E.,Holland, Patrick L.

experimental part, p. 8352 - 8361 (2012/09/22)

A new β-diketiminate ligand with 2,4,6-tri(phenyl)phenyl N-substituents provides protective bulk around the metal without exposing any weak C-H bonds. This ligand improves the stability of reactive iron(III) imido complexes with Fe=NAd and Fe=NMes functional groups (Ad = 1-adamantyl; Mes = mesityl). The new ligand gives iron(III) imido complexes that are significantly more reactive toward 1,4-cyclohexadiene than the previously reported 2,6-diisopropylphenyl diketiminate variants. Analysis of X-ray crystal structures implicates Fe=N-C bending, a longer Fe=N bond, and greater access to the metal as potential reasons for the increase in C-H bond activation rates.

Facile synthesis of mono-, bis- and tris-aryl-substituted aniline derivatives in aqueous DMF

Liu, Chun,Song, Xiaoxiao,Ni, Qijian,Qiu, Jieshan

, p. 62 - 75,14 (2020/09/02)

A facile, efficient and general protocol for synthesizing a series of mono-, bis- and tris-arylsubstituted aniline derivatives is described via the Pd(OAc)2-catalyzed aerobic and ligand-free Suzuki reaction of mono-, di- and tribromoanilines with aryl boronic acids in aqueous N,Ndimethylformamide (DMF). This is the first example to prepare 2,6-bisaryl-4-nitroanilines and 2,6-bisarylanilines via a palladium-catalyzed ligand-free Suzuki reaction.

Enantioselective organocatalytic Biginelli reaction: Dependence of the catalyst on sterics, hydrogen bonding, and reinforced chirality

Saha, Satyajit,Moorthy, Jarugu Narasimha

supporting information; experimental part, p. 396 - 402 (2011/04/17)

From a systematic investigation involving the synthesis of a series of catalysts and screening studies, the organocatalyst 16, which is sterically hindered, contains a strong hydrogen-bonding site, and is endowed with reinforced chirality, is shown to pro

The 1,3-diaminobenzene-derived aminophosphine palladium pincer complex {C6H3[NHP(piperidinyl)2]2Pd(Cl)} - A highly active Suzuki-Miyaura catalyst with excellent functional group tolerance

Bolliger, Jeanne L.,Frech, Christian M.

experimental part, p. 1075 - 1080 (2010/06/17)

The rapidly prepared 1,3-diaminobenzenederived aminophosphine pincer complex {C6H3 [NHP(piperidinyl)2] 2Pd(Cl)} (1) is an effective Suzuki catalyst with excellent functional group tolerance. Side-product formations, such as homocoupling, debromation or protodeboration have only rarely been detected and if so, were in all cases below the 5% level. The presented reaction protocol is universally applicable. Experimental observations indicate that palladium nanoparticles are the catalytically active form of 1.

Microwave-assisted Suzuki coupling on a KF-alumina surface: Synthesis of polyaryls

Basu, Basudeb,Das, Pralay,Bhuiyan, Md. Mosharef H.,Jha, Satadru

, p. 3817 - 3820 (2007/10/03)

A range of conjugated polyaryls has been synthesized through one-pot microwave assisted palladium-catalyzed consecutive Suzuki coupling reactions on a KF-alumina surface with notable features including rapid reaction times, solvent-free conditions, high yields, atom economic and air-insensitive reactions.

Preparation and crystal structure of an oxoimido complex of molybdenum containing the 2,4,6-triphenylphenylimide ligand

Clark, George R.,Nielson, Alastair J.,Rickard, Clifton E. F.

, p. 4265 - 4268 (2007/10/03)

Reaction of 2,4,6-triphenylaniline with Na2MoO4 in the presence of SiMe3Cl and NEt3 in 1,2-dimethoxyethane (dme) gave the oxoimido complex [MoCl2(NC6H2Ph3-2,4,6)O(dme)]. Its crystal structure determination showed a distorted octahedron with mutually cis-oxo and imido groups, trans-chloride ligands and the dme oxygen atoms trans to the oxide and imide ligands. The Mo-Nimido and Mo-Ooxo bond lengths [1.756(7) and 1.700(6) A] are consistent with four- and two-electron donor ligands, respectively. The phenyl ring of the imide ligand orientates with the face of one ortho substituent phenyl ring pushing away from a chloride ligand and tilted towards the oxide ligand. The second such phenyl ring tilts away from a chloride ligand but does not push away from the side of the molecule. This occurs as the imido group bends towards the other side of the molecule [Mo-N-C 172.2(7)°] and a methyl group of the dme ligand is severely distorted to remove an interaction with the phenyl ring.

A convenient and efficient synthesis of polyphenylmono-, di-, and -triaminobenzenes

Miura,Oka,Momoki

, p. 1419 - 1422 (2007/10/02)

A new convenient and efficient synthesis of polyphenylmono- and -diaminobenzenes by the palladium(0)-catalyzed cross-coupling reaction of polyhalomono- and -diaminobenzenes with phenylboronic acid is described. A synthesis of 2,4-diphenyl-1,3,5-triaminobe

Syntheses and Spectral Characteristics of Seven Polyphenyls Containing Highly Branched para-Phenylene Ring(s)

Fujioka, Yasuhiro,Ozasa, Shigeru,Sato, Kazumi,Ibuki, Eiichi

, p. 22 - 29 (2007/10/02)

Seven polyphenyls, including four new compounds, 2,2',6'- (2) and 3,2',6'-triphenyl-p-terphenyl (3), 3',5'-diphenyl-p-quarterphenyl (4), and 2-phenyl-3'-(2-biphenylyl)-p-terphenyl (7), were synthesized by the Ullmann coupling reaction of aryl iodide(s) or by the Kharash type coupling reaction of aryl Grignard reagent with an aryl iodide catalyzed by bis(acetylacetonato)-nickel(II).Infrared spectral studies of the polyphenyls showed that the range of 730-770 cm-1, generally accepted as the position of the out-of-plane C-H bending bands of the phenyl ring, should be widened slightly to 730-786 cm-1.The high frequency bands were confirmed to be correlated closely to the overcrowding by terminal rings in the complex structures.Proton magnetic resonance spectral studies indicated that he characteristic spectral features of the branched polyphenyls were consistent with their conformational aspects deduced from stereomodels.In the ultraviolet spetcral studies the polyphenyls containing highly branched p-phenylene ring(s) showed intense K-bands or shoulders at locations very similar to those of the corresponding linear polyphenyls containing the same number of p-phenylene rings. Keywords -- Ullmannn reaction; Ni-complex-catalyzed cross-coupling; quinquephenyl; sexiphenyl; octiphenyl; IR; UV; 1H-NMR

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