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Tris[4-(1H-imidazol-1-yl)-phenyl]amine, also known as TIPA, is a versatile chemical compound with the molecular formula C33H30N6. It features a tris(bidentate) ligand structure, with three 4-(1H-imidazol-1-yl)phenyl groups attached to a central amine group. TIPA is widely used in coordination chemistry, serving as a ligand and a building block for the synthesis of coordination polymers and metal-organic frameworks. Its ability to form stable complexes with a broad range of metal ions makes it a valuable tool in the development of new functional materials and catalysts.

1258947-79-3

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1258947-79-3 Usage

Uses

Used in Coordination Chemistry:
Tris[4-(1H-imidazol-1-yl)-phenyl]amine is used as a ligand in coordination chemistry for its tris(bidentate) structure, which allows it to form stable complexes with various metal ions. This property is crucial for the development of new functional materials and catalysts.
Used in Material Science:
In the field of material science, Tris[4-(1H-imidazol-1-yl)-phenyl]amine is used as a building block for the synthesis of coordination polymers and metal-organic frameworks. Its versatility and ability to form stable complexes contribute to the creation of advanced materials with tailored properties for specific applications.
Used in Catalysis:
Tris[4-(1H-imidazol-1-yl)-phenyl]amine is employed as a catalyst or a catalyst precursor in various chemical reactions. Its ability to form stable complexes with metal ions enhances the catalytic activity and selectivity of the resulting catalysts.
Used in Medicinal Chemistry:
In medicinal chemistry, Tris[4-(1H-imidazol-1-yl)-phenyl]amine is used for the development of metal-based drugs and drug delivery systems. Its coordination properties and biocompatibility make it a promising candidate for targeted therapies and imaging agents.
Used in Supramolecular Chemistry:
Tris[4-(1H-imidazol-1-yl)-phenyl]amine is utilized in supramolecular chemistry for the construction of self-assembled structures and functional materials. Its ability to form non-covalent interactions with other molecules and ions enables the design of complex architectures and systems with unique properties.
Used in Analytical Chemistry:
In analytical chemistry, Tris[4-(1H-imidazol-1-yl)-phenyl]amine is employed as a chelating agent for the selective detection and separation of metal ions. Its high affinity for specific metal ions allows for sensitive and selective analytical methods.
Used in Environmental Applications:
Tris[4-(1H-imidazol-1-yl)-phenyl]amine is used in environmental applications for the removal of heavy metal ions from contaminated water and soil. Its strong coordination ability enables efficient metal ion capture and sequestration, reducing the environmental impact of heavy metal pollution.
Used in Application Industry:
Tris[4-(1H-imidazol-1-yl)-phenyl]amine is used as [application type] for [application reason]. (Please provide specific application type and reason for the industry)

Check Digit Verification of cas no

The CAS Registry Mumber 1258947-79-3 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,5,8,9,4 and 7 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1258947-79:
(9*1)+(8*2)+(7*5)+(6*8)+(5*9)+(4*4)+(3*7)+(2*7)+(1*9)=213
213 % 10 = 3
So 1258947-79-3 is a valid CAS Registry Number.

1258947-79-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Tipa

1.2 Other means of identification

Product number -
Other names tris[4-(1H-imidazol-1-yl)-phenyl]amine

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:1258947-79-3 SDS

1258947-79-3Downstream Products

1258947-79-3Relevant academic research and scientific papers

Highly selective sorption of small hydrocarbons and photocatalytic properties of three metal-organic frameworks based on tris(4-(1H-imidazol-1-yl) phenyl)amine ligand

Fu, Hong-Ru,Kang, Yao,Zhang, Jian

, p. 4209 - 4214 (2014)

By employing a tris(4-(1H-imidazol-1-yl)phenyl)amine (Tipa) ligand, three new metal-organic frameworks, [Zn2(Tipa)(4,4′-bpdc) 1.5(H2O)(NO3)]·2(DMF)·H 2O (1; 4,4′-bpdc = 4,4′-biphenyldicarboxylate, DMF = N,N-dimenthylformamide), [Cd(Tipa)Cl2]·2(DMF)·H 2O (2), and [Co(Tipa)Cl2(H2O)] ·DMF·H2O (3), have been synthesized solvothermally. Compound 1 features a three-dimensional (3D) pillared-layer structure with low band gap and interesting photocatalytic properties. Compound 2 is a 2-fold interpenetrating (3,6)-connected porous framework, and it shows highly selective adsorption of C2H2, CO2, and C 2H4 over CH4. Compound 3 with honeycomb-like layers exhibits unusual 2D + 2D- 3D polycatenation (2D = two-dimensional). The luminescent properties for these compounds were also investigated.

Hybridization of MOFs and ionic POFs: a new strategy for the construction of bifunctional catalysts for CO2cycloaddition

Liu, Kang,Jiao, Shaoshao,Zhao, Huihui,Cao, Fan,Ma, Dingxuan

, p. 1766 - 1771 (2021)

A new strategy toward constructing a bifunctional catalyst for CO2cycloaddition has been developed based on post-synthetic modification of CUS-based metal-organic frameworks (MOFs) with ionic porous organic frameworks (POFs) to form MOF@iPOF core-shell hybrid materials. Based on this strategy, two new MOF@iPOF core-shell hybrid materials, Cu3(BTC)2@iPOF-TB-Br?and Cu3(BTC)2@iPOF-TM-Br?, are synthesized for the first time by feasible encapsulation of a Cu3(BTC)2core within an ionic POF shell. Because of the synergetic role of dual functional sites including CUS as a Lewis acid in the MOFs and the Br?anion as the nucleophile in the ionic POFs, Cu3(BTC)2@iPOF-TB-Br?and Cu3(BTC)2@iPOF-TM-Br?demonstrate excellent catalytic performance for the CO2cycloaddition under co-catalyst free mild conditions (60 °C, 0.5 MPa CO2, 24 h). Moreover, these core-shell bifunctional catalysts can not only realize the synergy of two functional sites, but also maintain the porosity of hybrid materials for improving the mass transfer rate and catalytic efficiency.

A new tridentate fluorescent-colorimetric chemosensor for copper(II) ion

Zhao, Zhi-Xiang,Hu, Ze-Liang,Zhang, Xian-Tao,Liu, Qing-Xiang

, (2019)

A new tri-imidazolium salt, tris(4-(3-(2-((8-hydroxy-9,10-dioxo-9′,10′-dihydroanthracen-1-yl)oxy)ethyl)-1H-imidazole-3′-ium-1′-yl)phenyl)amine hexafluorophosphate was prepared and characterized. Particularly, the recognition performance of the tri-imidazo

Two unprecedented 3D metal-organic polyrotaxane frameworks based on a new flexible tri(imidazole) ligand

Wu, Hua,Liu, Hai-Yan,Liu, Bo,Yang, Jin,Liu, Ying-Ying,Ma, Jian-Fang,Liu, Yun-Yu,Bai, Hong-Ye

, p. 3402 - 3407 (2011)

Two Cd(ii)-containing coordination polymers based on a new tri(4-imidazolylphenyl)amine (Tipa) ligand and carboxylates, namely, [Cd(Tipa)(L1)]·2H2O (1) and [Cd3(Tipa) 2(L2)2Cl2]·4H2O (2), where H2L1 = 5-OH-1,3-benzenedicarboxylic acid and H2L2 = 1,4-benzendicarboxylic acid, have been synthesized by varying the carboxylates under hydrothermal conditions. In 1, adjacent Cd(ii) centers are linked by L1 anions to generate Cd-carboxylate chains, which are further extended by Tipa ligands to form a puckered double sheet. The most peculiar feature of 1 is the entangled fashion between the [Cd2(Tipa)2] loop and the L1 ligand rod. Every [Cd2(Tipa)2] loop of each layer is threaded by one L1 ligand rod of an adjacent layer. In this entangled mode, the 2D → 3D polyrotaxane framework was obtained, which represents an unusual 2D → 3D metal-organic polyrotaxane framework entangled in a highly rare parallel fashion. In 2, two identical 3D self-penetrating frameworks interpenetrate each other in a 2-fold mode. If we regard each Cd 2(Tipa)2 window as a loop and each L2 ligand as a single rod, undoubtedly, the structure of 2 also can be described as a 3D metal-organic polyrotaxane framework. As far as we know, compound 2 is the first example of a 2-fold interpenetrating 3D framework with polyrotaxane features. The luminescent properties for the two compounds were also investigated.

A 3D luminescent metal-organic framework constructed from Cu 4I4 cubane clusters and triangular imidazole ligand

Liu, Shan-Shan,Yuan, Shuai,Hu, Tuo-Ping,Sun, Di

, p. 2030 - 2034 (2014)

The solvothermal reaction between cuprous iodide and the rigid triangular imidazole ligand in mixed N,N'-dimethylacetamide (DMA)-acetonitrile solvent leads to the isolation of the 3D metal-organic framework [(Cu4I 4)3(TIPA)4]·7DMA (1) [TIPA = tri(4-imidazolylphenyl) amine], which was characterized by elemental analysis, IR spectroscopy, powder X-ray diffraction, and single-crystal X-ray diffraction. Topologically, the structure of 1 is an unprecedented 3,3,4,4-connected net with a point symbol of {4.8.10}2{4.82}2{4 2.82.102}2{84.12 2}. Compound 1 exhibits orange-red photoluminescence with an emission maximum at 622 nm at room temperature. Copyright

High-Fidelity, Narcissistic Self-Sorting in the Synthesis of Organometallic Assemblies from Poly-NHC Ligands

Sinha, Narayan,Tan, Tristan T. Y.,Peris, Eduardo,Hahn, F. Ekkehardt

, p. 7393 - 7397 (2017)

Highly selective, narcissistic self-sorting has been observed in the one-pot synthesis of three organometallic molecular cylinders of type [M3{L-(NHC)3}2](PF6)3 (M=Ag+, Au+; L=1,3,5-benzene, triphenylamine, or 1,3,5-triphenylbenzene) from L-(NHC)3 and silver(I) or gold(I) ions. The molecular cylinders contain only one type of tris-NHC ligand with no crossover products detectable. Transmetalation of the tris-NHC ligands from Ag+ to Au+ in a one-pot reaction with retention of the supramolecular structures is also demonstrated. High-fidelity self-sorting was also observed in the one-pot reaction of benzene-bridged tris-NHC and tetrakis-NHC ligands with Ag2O. This study for the first time extends narcissistic self-sorting in metal–ligand interactions from Werner-type complexes to organometallic derivatives.

An unprecedented 2D → 3D metal-organic polyrotaxane framework constructed from cadmium and a flexible star-like ligand

Wu, Hua,Liu, Hai-Yan,Liu, Ying-Ying,Yang, Jin,Liu, Bo,Ma, Jian-Fang

, p. 1818 - 1820 (2011)

An unprecedented 2D → 3D metal-organic polyrotaxane framework, based on a new star-like tri(4-imidazolylphenyl)amine ligand, has been synthesized and characterized, which represents the first example of 2D → 3D polyrotaxane entangled in a parallel fashion.

A Water-Stable Cationic Metal–Organic Framework as a Dual Adsorbent of Oxoanion Pollutants

Desai, Aamod V.,Manna, Biplab,Karmakar, Avishek,Sahu, Amit,Ghosh, Sujit K.

, p. 7811 - 7815 (2016)

A three-dimensional water-stable cationic metal–organic framework (MOF) pillared by a neutral ligand and with NiIImetal nodes has been synthesized employing a rational design approach. Owing to the ordered arrangement of the uncoordinated tetrahedral sulfate (SO42?) ions in the channels, the compound has been employed for aqueous-phase ion-exchange applications. The compound exhibits rapid and colorimetric aqueous-phase capture of environmentally toxic oxoanions (with similar geometries) in a selective manner. This system is the first example of a MOF-based system which absorbs both dichromate (Cr2O72?) and permanganate (MnO4?) ions, with the latter acting as a model for the radioactive contaminant pertechnetate (TcO4?).

Chiral and porous coordination polymers based on an N-centered triangular rigid ligand

Yao, Xiao-Qiang,Cao, Da-Peng,Hu, Jin-Song,Li, Yi-Zhi,Guo, Zi-Jian,Zheng, He-Gen

, p. 231 - 239 (2011)

Four cadmium and cobalt coordination polymers with unique structures and topologies have been successfully synthesized under solvothermal conditions by employing an elongated triangular rigid N-containing ligand tris(4-(1H-imidazol- 1-yl)phenyl)amine (TIPA) and 5-hydroxyisophthalic acid (5-OH-H2bdc) as anion coligand. Compounds 1-4 were characterized by single crystal X-ray structure analyses, thermogravimetric analyses, SHG, and photoluminescent measurements. Compound 1 crystallizes in the chiral space group C2 (No. 5) and features a 2D → 3D parallel/parallel inclined polycatenated framework. Compound 2 crystallizes in trigonal symmetry with a high-symmetry space group R3 and features a 2D porous noninterpenetrating coordination network. Compound 3 crystallizes in the monoclinic space group P21/n and shows a 2D → 3D parallel/parallel polycatenation framework, and compound 4 crystallizes in the orthorhombic chiral space group P212 121 (No. 19) and shows a very rarely 3D + 3D heterogeneous 2-fold interpenetration framework built from (3,5)-connected (4 2·65·83)(42·6) AFUQOH nets and (3,5)-connected (63)(69·8) gra nets.

Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization

Choudhury, Joyanta,Dutta, Tapas Kumar,Mandal, Tanmoy,Mohanty, Sunit

supporting information, p. 10182 - 10185 (2021/10/12)

Three-dimensionally propagated imidazolium-containing mesoporous coordination polymer and organic polymer-based platforms were successfully exploited to develop single-site heterogenized Pd-NHC catalysts for oxidative arene/heteroarene C-H functionalization reactions. The catalysts were efficient in directed arene halogenation, and nondirected arene and heteroarene arylation reactions. High catalytic activity, excellent heterogeneity and recyclability were offered by these systems making them promising candidates in the area of heterogeneous C-H functionalization, where efficient catalysts are still scarce.

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