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2,6-Diethynylpyridine, with the chemical formula C8H5N, is a pyridine derivative featuring two ethynyl groups at the 2nd and 6th positions. This yellowish liquid is insoluble in water but readily soluble in organic solvents. It serves as a versatile building block in the synthesis of a range of organic compounds, especially in the pharmaceutical and agrochemical industries, and finds applications in materials science for the development of functionalized polymers and surface modifications.

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75867-46-8 Usage

Uses

Used in Pharmaceutical Industry:
2,6-Diethynylpyridine is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to form complex molecular structures that can exhibit therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2,6-diethynylpyridine is utilized as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals.
Used in Materials Science:
2,6-Diethynylpyridine is used as a monomer in the preparation of functionalized polymers, enhancing their properties for specific applications such as in sensors or other high-tech materials.
Used in Surface Modification:
2,6-DIETHYNYLPYRIDINE is also employed in the modification of surfaces, improving their properties for various industrial applications, including adhesion, corrosion resistance, or biocompatibility.
Safety Note:
It is crucial to handle 2,6-diethynylpyridine with care due to its flammability and potential to cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken during its use and storage.

Check Digit Verification of cas no

The CAS Registry Mumber 75867-46-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,8,6 and 7 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 75867-46:
(7*7)+(6*5)+(5*8)+(4*6)+(3*7)+(2*4)+(1*6)=178
178 % 10 = 8
So 75867-46-8 is a valid CAS Registry Number.

75867-46-8 Well-known Company Product Price

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  • TCI America

  • (D5097)  2,6-Diethynylpyridine  >98.0%(GC)

  • 75867-46-8

  • 200mg

  • 490.00CNY

  • Detail
  • TCI America

  • (D5097)  2,6-Diethynylpyridine  >98.0%(GC)

  • 75867-46-8

  • 1g

  • 1,790.00CNY

  • Detail

75867-46-8SDS

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 2,6-diethynylpyridine

1.2 Other means of identification

Product number -
Other names 2,6-diacetylenepyridine

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:75867-46-8 SDS

75867-46-8Relevant articles and documents

Structure Direction, Solvent Effects, and Anion Influences in Halogen-Bonded Adducts of 2,6-Bis(iodoethynyl)pyridine

Barry, Dawn E.,Hawes, Chris S.,Blasco, Salvador,Gunnlaugsson, Thorfinnur

, p. 5194 - 5205 (2016)

A new divergent and self-complementary halogen bond donor-acceptor molecule 2,6-bis(iodoethynyl)pyridine L has been prepared and structurally characterized, and used to generate a series of extended halogen-bonded adducts with tetrabutylammonium halide salts. The reaction between L and anions such as either bromide or chloride gives the one-dimensional polymeric species {L·TBABr} or {L·TBACl}, respectively, which contains helical strands linked by C-I···X- halogen bonds which partially encapsulate the associated organic cations. Varying the reaction solvent from ethyl acetate to 5:95 methanol/ethyl acetate gives rise to another polymeric phase on combining L with tetrabutylammonium chloride, the one-dimensional looped chain structure {L2·TBACl} in which each chloride ion acts as a four-connected square planar node for halogen bonding interactions originating from L. Similar solvent effects are observed in the discrete macrocyclic species {L·TBAI}-α and {L·TBAI}-β, both consisting of cyclic (L2I2)2- species which vary in their extended structures to adopt different packing modes, resembling those observed in the chloride and bromide adducts. Reaction of L with tetrabutylammonium fluoride in the presence of methanol gives a one-dimensional polymeric assembly {L2·TBAF·MeOH} containing a unique MeOH···F- node in which the strongly hydrogen-bonded anionic species is supported solely by four halogen bonding interactions. Excluding hydrogen bond donors from the reaction mixture affords {L3TBAF2}, an overall two-dimensional polymeric assembly consisting of a mixture of one- and two-dimensional networks based on iodine-fluoride halogen bonds. In all cases, the strong interactions between the iodoethynyl groups and halide anions overcome the tendency for L to form the self-complementary halogen-bonded network, showing that synthetically accessible heterocyclic iodoethynyl compounds present exciting new directions in the structural chemistry field.

A pyrene-pyridyl nanooligomer as a methoxy-triggered reactive probe for highly specific fluorescence assaying of hypochlorite

He, Xiaoxiao,Huang, Hongmei,Huang, Jiyan,Mao, Wensheng,Wang, Kemin,Xiao, Yi,Yang, Ronghua,Zhang, Li,Zhang, Youyu

, p. 2520 - 2523 (2022/03/02)

A novel pyrene-pyridyl conjugated oligomer (OPP-OMe) was conveniently prepared by one-pot Sonogashira coupling. Intriguingly, it was found that introducing only one methoxy moiety at the 4-pyridyl position can be sufficient for creating an oligomer-based ultrafine reactive fluorescent nanoprobe, i.e., OPP-OMe NPs (ca. 2.5 nm in diameter). Spectral analyses and elucidation of the intermediate structure revealed that the methoxy triggered-oxidation, together with nanoaggregation of OPP-OMe NPs, results in rapid, specific and supersensitive sensing of hypochlorite (LOD, 0.3 nM, S/N = 3).

Distinct photodynamics of κ-N and κ-C pseudoisomeric iron(ii) complexes

Dierks, Philipp,Kruse, Ayla,Bokareva, Olga S.,Al-Marri, Mohammed J.,Kalmbach, Jens,Baltrun, Marc,Neuba, Adam,Schoch, Roland,Hohloch, Stephan,Heinze, Katja,Seitz, Michael,Kühn, Oliver,Lochbrunner, Stefan,Bauer, Matthias

supporting information, p. 6640 - 6643 (2021/07/12)

Two closely related FeIIcomplexes with 2,6-bis(1-ethyl-1H-1,2,3-triazol-4yl)pyridine and 2,6-bis(1,2,3-triazol-5-ylidene)pyridine ligands are presented to gain new insights into the photophysics of bis(tridentate) iron(ii) complexes. The [Fe(N^N^N)2]2+pseudoisomer sensitizes singlet oxygen through a MC state with nanosecond lifetime after MLCT excitation, while the bis(tridentate) [Fe(C^N^C)2]2+pseudoisomer possesses a similar3MLCT lifetime as the tris(bidentate) [Fe(C^C)2(N^N)]2+complexes with four mesoionic carbenes.

Synthesis of pyridine-bridged bisferrocene and its pH value adjustable photoelectric properties

Chen, Jiahui,Hou, Hong wei,Li, Gaiping,Ma, Jingjing,Shi, Weimin,Zhai, Yali,Zhang, Jianye,Zhou, Xiang

, (2020/03/04)

Four bisferrocenyl pyridine derivatives 2, 6-bis (ferrocenylethynyl) pyridine (3), 2, 6-bis (ferrocenylbutadiynyl) pyridine (8), 2, 6-bis (ferrocenylhexyltriynyl) pyridine (9), 2, 5-bis (ferrocenylbutadiynyl) pyridine (14) have been synthesized and photoe

Fine-Tuned Visible and Near-Infrared Luminescence on Self-Assembled Lanthanide-Organic Tetrahedral Cages with Triazole-Based Chelates

Wu, Shi-Yu,Guo, Xiao-Qing,Zhou, Li-Peng,Sun, Qing-Fu

supporting information, p. 7091 - 7098 (2019/05/22)

The construction of well-defined lanthanide complexes emitting in both the visible and near-infrared regions is of great importance due to their widespread applications in phosphors, light-emitting diodes, biosensors/probes, optical communications, etc. I

Conjugated polymer containing pyrene-pyridine groups and synthesis method and application thereof

-

Paragraph 0059-0061, (2019/12/25)

The invention discloses a conjugated polymer containing pyrene-pyridine groups as well as a synthesis method and application of the conjugated polymer. The conjugated polymer is shown as a formula I or a formula II, according to the synthesis method, a pyrene derivative and 2, 6-di (acetenyl) pyridine are used as monomers, and the conjugated polymer is synthesized through a Sonogashira condensation polymerization reaction. A method for preparing nanoparticles comprises the following steps: dissolving the conjugated polymer in a volatile solvent to obtain a conjugated polymer solution with theconcentration of 60-125ppm; and adding the conjugated polymer solution into a surfactant solution, carrying out ultrasonic treatment until the solution is clear, and filtering to obtain the product. The conjugated polymer belongs to a low polymer, is small in size and can be used for preparing nanoparticles with the particle size of less than 10nm; the average particle size of the obtained nano particles is smaller than 10 nm, and the nano particles are applied to the fields of metal ions, small organic molecules and cell imaging, so that the detection limit and sensitivity of a detection method are improved.

Functional organic click-materials: application in phosphorescent organic light emitting diodes

Kautny, Paul,Zhao, Chenyang,Kader, Thomas,St?ger, Berthold,Horkel, Ernst,Chen, Jiangshan,Ma, Dongge,Fr?hlich, Johannes,Lumpi, Daniel

, p. 12150 - 12160 (2017/03/08)

In the presented work click chemistry is utilized to introduce 1,2,3-triazoles as a functional linker in organic donor-acceptor materials. A systematic series of materials was prepared and characterized to investigate the effect of the linkage mode on the molecular properties. The 1,2,3-triazole linker allowed control of the degree of intramolecular charge transfer over a wide range depending on the substitution pattern of the triazole moiety. The prepared materials were successfully employed as host materials for green and red dopants in phosphorescent organic light emitting diodes. Thus, this work presents the first application of this novel linkage mode in the design and synthesis of functional π-conjugated organic donor-acceptor materials and their application in organic light emitting diodes.

AgI-directed triple-stranded helicates with meta-ethynylpyridine ligands

Li, Qiaolian,Huang, Fu,Fan, Yaxun,Wang, Yilin,Li, Jianfeng,He, Yujian,Jiang, Hua

, p. 3235 - 3244 (2015/04/27)

A series of triple-stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF4)2, [2b3Ag2](BF4)2, and [33Ag3/

The exploration of hydrogen bonding properties of 2,6- and 3,5-diethynylpyridine by IR spectroscopy

Vojta, Danijela,Kova?evi?, Goran,Vazdar, Mario

supporting information, p. 1912 - 1923 (2015/03/30)

Hydrogen bonding properties of 2,6- and 3,5-diethynylpyridine were analyzed by exploring of their interactions with trimethylphosphate, as hydrogen bond acceptor, or phenol, as hydrogen bond donor, in tetrachloroethene C2Cl4. The employment of IR spectroscopy enabled unravelling of their interaction pattern as well as the determination of their association constants (Kc) and standard reaction enthalpies (ΔrHθ). The association of diethynylpyridines with trimethylphosphate in stoichiometry 1:1 is established through CH?O hydrogen bond, accompanied by the secondary interaction between CC moiety and CH3 group of trimethylphosphate. In the complexes with phenol, along with the expected OH?N interaction, CC?HO interaction is revealed. In contrast to 2,6-diethynylpyridine where the spatial arrangement of hydrogen bond accepting groups enables the simultaneous involvement of phenol OH group in both OH?N and OH?CC hydrogen bond, in the complex between phenol and 3,5-diethynylpyridine this is not possible. It is postulated that cooperativity effects, arisen from the certain type of resonance-assisted hydrogen bonds, contribute the stability gain of the latter. Associations of diethynylpyridines with trimethylphosphate are characterized as weak (Kc ≈0.8-0.9 mol-1 dm3; -ΔrHθ ≈5-8 kJ mol-1), while their complexes with phenol as medium strong (Kc ≈5 mol-1 dm3; -ΔrHθ ≈15-35 kJ mol-1). Experimental findings on the studied complexes are supported with the calculations conducted at B3LYP/6-311++G(d,p) level of theory in the gas phase. Two conformers of diethynylpyridine?trimethylphosphate dimers are formed via CH?O interaction, whereas dimers between phenol and diethynylpyridines are established through OH?N interaction.

Tuning the structural and photophysical properties of cationic Pt(II) complexes bearing neutral bis(triazolyl)pyridine ligands

Allampally, Naveen Kumar,Daniliuc, Constantin-Gabriel,Strassert, Cristian A.,De Cola, Luisa

, p. 1588 - 1596 (2015/06/23)

The emission properties of a series of cationic Pt(II) complexes bearing neutral tridentate 2,6-bis-(1H-1,2,3-triazol-5-yl)pyridine and monoanionic ancillary ligands (Cl- or CN-) are described. By varying the substitution pattern on

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