67227-90-1

Basic information

• Product Name: Pyridine, 3,5-diethynyl- (9CI)
• Synonyms: Pyridine, 3,5-diethynyl- (9CI);3,5-diethynylpyridine
• CAS NO: 67227-90-1
• Molecular Formula: C₉H₅N
• Molecular Weight: 127.1427
• Product Categories: PYRIDINE
• Mol File: 67227-90-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 71 °C
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: Pyridine, 3,5-diethynyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 3,5-diethynyl- (9CI)(67227-90-1)
• EPA Substance Registry System: Pyridine, 3,5-diethynyl- (9CI)(67227-90-1)

Safety Data

• Hazardous Substances Data: 67227-90-1(Hazardous Substances Data)

Usage

General Description

Pyridine, 3,5-diethynyl- (9CI) is a chemical compound with the molecular formula C8H4N2. It is a member of the pyridine family, which is a six-membered heterocyclic ring containing five carbon atoms and one nitrogen atom. The 3,5-diethynyl substitution refers to the presence of two ethynyl groups (C≡C) on the 3rd and 5th positions of the pyridine ring. Pyridine, 3,5-diethynyl- (9CI) is used in organic synthesis and as a building block for the creation of other organic compounds. It has potential applications in materials science and pharmaceutical research due to its unique structure and chemical properties. However, it is important to handle this compound with care due to its potential health and environmental hazards.

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 1066-54-2 trimethylsilylacetylene 
• 66912-21-8 2,2'-dimethyl-4,4'-pyridine-3,5-diyl-bis-but-3-yn-2-ol 

Downstream Products

• 1314960-99-0 5,5'-(pyridine-3,5-diylbis(ethyne-2,1-diyl))diisophthalic acid 

Relevant articles and documents

Evidence for halogen bond covalency in acyclic and interlocked halogen-bonding receptor anion recognition

The synthesis and anion binding properties of novel halogen-bonding (XB) bis-iodotriazole-pyridinium-containing acyclic and [2]catenane anion host systems are described. The XB acyclic receptor displays selectivity for acetate over halides with enhanced anion recognition properties compared to the analogous hydrogen-bonding (HB) acyclic receptor. A reversal in halide selectivity is observed in the XB [2]catenane, in comparison to the acyclic XB receptor, due to the interlocked hosts unique three-dimensional binding cavity, and no binding is observed for oxoanions. Notable halide anion association constant values determined for the [2]catenane in competitive organic-aqueous solvent mixtures demonstrate considerable enhancement of anion recognition as compared to the HB catenane analogue. X-ray crystallographic analysis of a series of halide catenane complexes reveal strong XB interactions in the solid state. These interactions were studied using Cl and Br K-edge X-ray Absorption Spectroscopy (XAS) indicating intense pre-edge features characteristic of charge transfer from the halide to its bonding partner (σAX←X- ← X1s), and providing a direct measure of the degree of covalency in the halogen bond(s). The data reveal that the degree of covalency is similar to that which is observed in transition metal coordinate covalent bonds. These results are supported by DFT results, which correlate well with the experimental data.

A Triazole Functionalized txt-Type Metal-Organic Framework with High Performance for CH4Uptake and Selective CO2Adsorption

The metal-organic framework (MOF) NTUniv-54 (NTUniv = Nantong University) was assembled via utilizing click chemistry with densely decorated trizole units and exposed metal sites, which exhibited the best methane working ability (197 cm3·cm-3 from 100 to 5 bar and 177 cm3·cm-3 from 65 to 5 bar at 298 K), and the lowest CO2 Qst of 22.8 kJ·mol-1 in all triazole-MOFs at room temperature.

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

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.