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4-(2-pyridin-4-ylethynyl)pyridine is a pyridine derivative with the molecular formula C11H7N, featuring two pyridine rings and an ethynyl group. This chemical compound serves as a versatile building block in the synthesis of various organic compounds and materials, and also functions as a ligand in coordination chemistry, forming complexes with metal ions.

73564-69-9

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73564-69-9 Usage

Uses

Used in Organic Synthesis:
4-(2-pyridin-4-ylethynyl)pyridine is used as a building block for the synthesis of a variety of organic compounds and materials, leveraging its structural properties to create diverse chemical entities.
Used in Coordination Chemistry:
In coordination chemistry, 4-(2-pyridin-4-ylethynyl)pyridine is utilized as a ligand, forming complexes with metal ions to explore its potential in various chemical and material applications.
Used in Organic Electronics:
4-(2-pyridin-4-ylethynyl)pyridine is used as a precursor for the synthesis of organic semiconducting materials, contributing to the advancement of organic electronics due to its electronic properties.
Used in Pharmaceutical Research:
Although further research is required, 4-(2-pyridin-4-ylethynyl)pyridine has been investigated for its potential biological activities, indicating its possible use in the development of new pharmaceutical agents.

Check Digit Verification of cas no

The CAS Registry Mumber 73564-69-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,5,6 and 4 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 73564-69:
(7*7)+(6*3)+(5*5)+(4*6)+(3*4)+(2*6)+(1*9)=149
149 % 10 = 9
So 73564-69-9 is a valid CAS Registry Number.

73564-69-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(2-pyridin-4-ylethynyl)pyridine

1.2 Other means of identification

Product number -
Other names 1,2-(4'-dipyridyl)acetylene

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:73564-69-9 SDS

73564-69-9Relevant articles and documents

Solvent Influence on the Magnetic Properties of Iron(II) Spin-Crossover Coordination Compounds with 4,4′-Dipyridylethyne as Linker

Dankhoff, Katja,Lochenie, Charles,Puchtler, Florian,Weber, Birgit

, p. 2136 - 2143 (2016)

New iron(II) coordination polymers with solvent-dependent spin-crossover behaviour have been synthesised by using an N2O2 Schiff base like ligand and 4,4′-dipyridylethyne as the bridging axial ligand in different solvents. The effects of different solvents and preparation methods (temperature, concentration) on the magnetic properties have been investigated. Annealing the coordination polymers prepared by the same method but in different solvents led to the same compound exhibiting the same three-step spin crossover independent of the magnetic properties of the solvated species. The X-ray structures of the axial ligand, an iron(II) dimer and one of the iron(II) coordination polymers are discussed. Powder X-ray diffraction analysis was additionally used for further comparison of the compounds.

Syntheses, spectroscopic and molecular quadratic nonlinear optical properties of dipolar ruthenium(II) complexes of the ligand 1,2-phenylenebis(dimethylarsine)

Coe, Benjamin J.,Harries, Josephine L.,Harris, James A.,Brunschwig, Bruce S.,Coles, Simon J.,Light, Mark E.,Hursthouse, Michael B.

, p. 2935 - 2942 (2004)

Six new complex salts trans-[RuIICl(pdma)2L][PF 6]n [pdma = 1,2-phenylenebis(dimethylarsine); L = (E,E,E)-1,6-bis(4-pyridyl)hexa-1,3,5-triene (bph), n = 1,5; L = N-methyl-4-[(e)-2-(4-pyridyl)ethenyl]pyridinmm (Mebpe-), n = 2, 7; L = N-methyl-4-[(E,E)-4-(4-pyridyl)buta-1,3-dienyl]pyridinium (Mebpb+), n = 2, 8; L = N-methyl-4-{(E,E,E)-6-(4-pyridyl)hexa1,3,5-trienyl}pyridinium (Mebph+), n = 2,9; L = bis(4-pyridyl)acetylene (bpa), n = 1, 10; L = N-methyl-4-[2-(4-pyridyl)-ethynyl]pyridinium (Mebph+), n = 2, 11] have been prepared. The electronic absorption spectra of 5 and 7-11 display intense, visible metal-to-ligand charge-transfer (MLCT) bands, with λmax values in the range 434-492 nm in acetonitrile. Cyclic voltammetric studies reveal reversible RuIII/II waves with E1/2 values in the range 1.06-1.15 V vs. Ag-AgCl, Natogether with irreversible L-based reduction processes. Along with a number of previously reported related compounds (B. J. Coe et al., J. Chem. Soc., Dalton Trans., 1996, 3917; 1997, 591; 2000, 797), salts 5 and 7-11 have been investigated by using Stark (electroabsorption) spectroscopy in butyronitrile glasses at 77 K. These studies have afforded dipole moment changes Δμ12 for the MLCT transitions which have been used to calculate molecular static first hyperpolarizabilities β0 according to the two-state equation β0 = 3Δμ12(μ12) 2/(Emax)2(μ12= transition dipole moment, Emax = MLCT energy). MLCT absorption and electrochemical data show that a trans-{RuIICl(pdma)2}+ centre is considerably less electron-rich than a {RuII(NH3) 5}2- unit. Although the β0 responses of the pdma complexes are only a little smaller than those of their {Ru II(NH3)5}2- analogues, this result is partly attributable to unexpected changes in the relative π12 values on freezing. Thus, substantial increases in μ12 for the arsine compounds act to partially offset the β0-decreasing influence of their higher Emax values when compared with the analogous pentaammine species. Single crystal X-ray structures have been obtained for the salts 1-2.5MeCN, 4·2MeCN, 7 and 11, but only 1-2.5MeCN adopts a non-centrosymmetric space group (Fdd2) such as may show bulk NLO effects.

Electrochemical investigation of structurally varied azinium scaffolds

Bure?, Filip,Bure?ová, Zuzana,Klikar, Milan,Kví?ala, Jaroslav,Mazúr, Petr,Mike?ová, Michaela,Rak, Kamil

supporting information, p. 8830 - 8839 (2021/10/22)

Inspired by the successful utilization of aziniums as anolytes in redox-flow batteries, we have designed and prepared a systematically extended series of (di)azinium compounds based on pyrazine, bipyridine, 1,5-naphthyridine, 3,8-phenanthroline, (E)-4,4′-

Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application

-

Paragraph 0091-0092, (2021/01/24)

The invention discloses a carborane viologen derivative, a metal supramolecular polymer, a synthesis method and application. Viologen is used as a central core structure, 1,2-bis(4-pyridyl)acetylene is synthesized through a Sonagashira coupling reaction, and then alkynyl is attacked by decaborane to synthesize a carborane viologen precursor A; or alkynyl in bis(4-bromophenyl)acetylene is attackedwith decaborane to synthesize bis(4-bromophenyl)carborane, then a carborane viologen precursor B is synthesized through a Still coupling reaction, and finally the carborane viologen derivative is further obtained through the carborane viologen precursor A or the carborane viologen precursor B. Then, viologen is used as a central core structure, the carborane viologen derivative, ruthenium trichloride, cobalt dichloride or ferrous acetate are used as reaction raw materials, acetic acid is used as a solvent for reflux reaction, and finally, a product in reaction liquid is separated and dried tosynthesize the carborane viologen metal supramolecular polymer.

The Covalent and Coordination Co-Driven Assembly of Supramolecular Octahedral Cages with Controllable Degree of Distortion

Bao, Shu-Jin,Xu, Ze-Ming,Ju, Yun,Song, Ying-Lin,Wang, Heng,Niu, Zheng,Li, Xiaopeng,Braunstein, Pierre,Lang, Jian-Ping

supporting information, p. 13356 - 13361 (2020/09/03)

Discovering and constructing novel and fancy structures is the goal of many supramolecular chemists. In this work, we propose an assembly strategy based on the synergistic effect of coordination and covalent interactions to construct a set of octahedral s

Photoinduced direct hydration of dipyridylacetylenes in acidic aqueous solution

Hao, Haijun,Li, Ya,Su, Zimu,Zhuang, Junpeng

supporting information, p. 7669 - 7672 (2020/08/25)

Photoinduced direct hydration of dipyridylacetylenes (DPAs) in acidic aqueous solution was achieved upon UV irradiation at room temperature. This is a catalyst-free reaction with moderate-to-good yields, and asymmetric dipyridylacetylenes afford the corresponding Markovnikov addition products.

Single-molecule conductance of functionalized oligoynes: Length dependence and junction evolution

Moreno-Garcia, Pavel,Gulcur, Murat,Manrique, David Zsolt,Pope, Thomas,Hong, Wenjing,Kaliginedi, Veerabhadrarao,Huang, Cancan,Batsanov, Andrei S.,Bryce, Martin R.,Lambert, Colin,Wandlowski, Thomas

supporting information, p. 12228 - 12240 (2013/09/23)

We report a combined experimental and theoretical investigation of the length dependence and anchor group dependence of the electrical conductance of a series of oligoyne molecular wires in single-molecule junctions with gold contacts. Experimentally, we focus on the synthesis and properties of diaryloligoynes with n = 1, 2, and 4 triple bonds and the anchor dihydrobenzo[b]thiophene (BT). For comparison, we also explored the aurophilic anchor group cyano (CN), amino (NH2), thiol (SH), and 4-pyridyl (PY). Scanning tunneling microscopy break junction (STM-BJ) and mechanically controllable break junction (MCBJ) techniques are employed to investigate single-molecule conductance characteristics. The BT moiety is superior as compared to traditional anchoring groups investigated so far. BT-terminated oligoynes display a 100% probability of junction formation and possess conductance values which are the highest of the oligoynes studied and, moreover, are higher than other conjugated molecular wires of similar length. Density functional theory (DFT)-based calculations are reported for oligoynes with n = 1-4 triple bonds. Complete conductance traces and conductance distributions are computed for each family of molecules. The sliding of the anchor groups leads to oscillations in both the electrical conductance and the binding energies of the studied molecular wires. In agreement with experimental results, BT-terminated oligoynes are predicted to have a high electrical conductance. The experimental attenuation constants βH range between 1.7 nm-1 (CN) and 3.2 nm-1 (SH) and show the following trend: β H(CN) H(NH2) H(BT) H(PY) ≈ βH(SH). DFT-based calculations yield lower values, which range between 0.4 nm -1 (CN) and 2.2 nm-1 (PY).

A metal-organic framework constructed of 1,2-Di(pyridin-4-yl)ethyne, terephthalic acid, and zinc(II) nitrate

Albrecht, Marcel,Nieger, Martin,Schmidt, Andreas

experimental part, p. 103 - 106 (2012/05/20)

A metal-organic framework (MOF) was prepared from 1,2-di(pyridin-4-yl) ethyne, terephthalic acid and zinc(II) nitrate in dimethylformamide, water and ethanol at 80 °C. The cavities of the MOF are occupied by disordered molecules of dimethylformamide. The crystals are monoclinic, space group P21/c with Z = 4.

Pd-catalyzed [2+2+1] coupling of alkynes and arenes: Phenol diazonium salts as mechanistic trapdoors

Schmidt, Bernd,Berger, Rene,Kelling, Alexandra,Schilde, Uwe

supporting information; experimental part, p. 7032 - 7040 (2011/07/30)

Alkynes and phenol diazonium salts undergo a Pd-catalyzed [2+2+1] cyclization reaction to spiro[4,5]decatetraene-7-ones. This structure was confirmed for one example by X-ray single-crystal structure analysis. The reaction is believed to proceed through oxidative addition of the phenol diazonium cation to Pd0, subsequent insertion of two alkynes, followed by irreversible spirocyclization. Copyright

Syntheses of novel 2,3-diaryl-substituted 5-cyano-4-azaindoles exhibiting c-Met inhibition activity

Koolman, Hannes,Heinrich, Timo,Boettcher, Henning,Rautenberg, Wilfried,Reggelin, Michael

scheme or table, p. 1879 - 1882 (2009/11/30)

Herein we report the syntheses of 2,3-diaryl-substituted pyrrolo[3,2-b]pyridine-5-carbonitriles via a one-pot 5-endo-dig-cyclization/protection reaction followed by palladium catalyzed arylation. In addition, a complementary synthesis route employing Laro

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