158525-01-0

Basic information

• Product Name: 1,4-bis(pyridine-4-ylethynyl)benzene
• Synonyms: 1,4-bis(pyridine-4-ylethynyl)benzene
• CAS NO: 158525-01-0
• Molecular Weight: 280.329
• Mol File: 158525-01-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 185-203 °C
• Boiling Point: 486.7±30.0 °C(Predicted)
• Density: 1.23±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,4-bis(pyridine-4-ylethynyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(pyridine-4-ylethynyl)benzene(158525-01-0)
• EPA Substance Registry System: 1,4-bis(pyridine-4-ylethynyl)benzene(158525-01-0)

Safety Data

• Hazardous Substances Data: 158525-01-0(Hazardous Substances Data)

Usage

Chemical structure

1,4-bis(pyridine-4-ylethynyl)benzene consists of a benzene ring with two pyridine rings attached to it through ethynyl linkers at the 1 and 4 positions.

Organic compound

It is an organic compound, which means it is primarily composed of carbon and hydrogen atoms.

Building block

It is commonly used as a building block for the construction of functional molecules in organic synthesis and materials science.

Electronic and optical properties

It exhibits interesting electronic and optical properties due to its extended π-conjugation.

Fluorescent probe

It can be used as a fluorescent probe in analytical chemistry.

Semiconducting properties

1,4-bis(pyridine-4-ylethynyl)benzene has potential applications in the development of organic electronic devices due to its semiconducting properties.

Applications in organic electronic devices

It can be used in the development of organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs).

Versatile uses

This compound has versatile uses in various fields of chemistry and material science.

Upstream product

• 624-38-4 para-diiodobenzene 
• 15854-87-2 4-iodopyridine 
• 935-14-8 1,4-diethynylbenzene 
• 241481-87-8 4-(1′-bromoethenyl)pyridine 
• 17938-13-5 1,4-Bis(trimethylsilylethynyl)benzene 
• 1120-87-2 4-bromopyridin 
• 19524-06-2 4-bromopyridine hydrochloride 
• 2510-22-7 4-pyridylacetylene 

Downstream Products

• 327073-89-2 Ag⁽¹⁺⁾*C₅H₄NC₄C₆H₄C₅H₄N*PF₆^(1-)*CH₃CN=AgC₅H₄NC₄C₆H₄C₅H₄NPF₆*CH₃CN 
• 37010-76-7 1,4-bis(2-(pyridin-4-yl)ethyl)benzene 
• 162412-43-3 (CO)4(P(OCH2CH3)3)W(μ-1,4-bis(4'-pyridylethynyl)benzene)W(P(OCH2CH3)3)(CO)4 
• 213615-00-0 (μ2-η(2:2)-1,4-bis(4'-pyridylethynyl)benzene)[(C5H5)2Mo2(CO)4] 

Relevant articles and documents

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

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

A macrocyclic 1,4-bis(4-pyridylethynyl)benzene showing unique aggregation-induced emission properties

A box-like macrocycle based on 1,4-bis(4-pyridylethynyl)benzene was derived in high yield. The macrocyclic fluorogen shows unique aggregation-induced emission properties.

Cytotoxicity of 2,2':6',2-terpyridineplatinum(II) complexes against human ovarian carcinoma

2,2':6',2''-Terpyridineplatinum(II) complexes are shown to possess cytotoxicity against a number of human ovarian tumor cell lines. Many of the complexes show similar activity against cisplatin- and doxorubicin-resistant cell lines as the parental cells suggesting that there is little or no cross- resistance with cisplatin or doxorubicin. The cytotoxicity of bis[2,2':6',2''-terpyridineplatinum(II)] complexes is strongly dependent on the nature of the linker. Bis[2,2': 6',2-terpyridineplatinum(II)] complexes with a flexible linker at the 4'-position show poor cytotoxicity; by contrast bis[2,2':6',2-terpyridineplatinum(II)] complexes with rigid and short linkers at platinum(II) are strikingly effective. Several of the compounds show greater cytotoxicity against human ovarian cell lines than carboplatin, the therapeutic agent currently advocated for the treatment of human ovarian cancers.

2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework

The creation of ordered arrays of qubits that can be interfaced from the macroscopic world is an essential challenge for the development of quantum information science (QIS) currently being explored by chemists and physicists. Recently, porous metal?organic frameworks (MOFs) have arisen as a promising solution to this challenge as they allow for atomic-level spatial control of the molecular subunits that comprise their structures. To date, no organic qubit candidates have been installed in MOFs despite their structural variability and promise for creating systems with adjustable properties. With this in mind, we report the development of a pillared-paddlewheel-type MOF structure that contains 4,7-bis(2-(4-pyridyl)-ethynyl) isoindoline N-oxide and 1,4-bis(2-(4-pyridyl)-ethynyl)-benzene pillars that connect 2D sheets of 9,10-dicarboxytriptycene struts and Zn2(CO2)4 secondary binding units. The design allows for the formation of ordered arrays of reorienting isoindoline nitroxide spin centers with variable concentrations through the use of mixed crystals containing the secondary 1,4-phenylene pillar. While solvent removal causes decomposition of the MOF, magnetometry measurements of the MOF containing only N-oxide pillars demonstrated magnetic interactions with changes in magnetic moment as a function of temperature between 150 and 5 K. Variable-temperature electron paramagnetic resonance (EPR) experiments show that the nitroxides couple to one another at distances as long as 2 nm, but act independently at distances of 10 nm or more. We also use a specially designed resonance microwave cavity to measure the face-dependent EPR spectra of the crystal, demonstrating that it has anisotropic interactions with impingent electromagnetic radiation.

The role of weak interactions in controlling the mode of interpenetration in hybrid ultramicroporous materials

The aromatic core in dipyridyl linker ligands is found to impact the mode of 2-fold interpenetration in hybrid ultramicroporous materials formed by pillared square grid networks. An analysis of the crystal structures suggests that linker conformation and weak interactions between the linkers in adjacent networks might explain this phenomenon.