Names | |
---|---|
Preferred IUPAC name N-(Pyridin-3-yl)pyridine-3-carboxamide | |
Other names 3-pna 3-pyridinecarboxamide, N-3-pyridinyl- N-(Pyridin-3-yl)nicotinamide | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C11H9N3O | |
Molar mass | 199.20 g/mol |
Density | 1.287 g/cm3 |
Boiling point | 286.08 °C (546.94 °F; 559.23 K) |
Structure | |
0 D | |
Hazards | |
Flash point | 127 °C (261 °F; 400 K) |
Related compounds | |
Related compounds | 4,4'-bipyridine Pyridine Nicotinamide 3-Aminopyridine 4-Pyridylnicotinamide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
The organic compound 3-pyridylnicotinamide (3-pna), also known as N-(pyridin-3-yl)nicotinamide, is a kinked dipodal dipyridine that is synthesized through the reaction of nicotinoyl chloride and 3-aminopyridine. [1] The nitrogen atoms on its pyridine rings, like those of its isomer 4-pyridylnicotinamide, can donate their electron lone pairs to metal cations, allowing it to bridge metal centers and act as a bidentate ligand in coordination polymers. [2] [3] [4] [5] [6] It can be used to synthesize polymers that have potentially useful gas adsorption properties. [2] [3]
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide, cyanide, or carbide, are generally considered to be organometallic as well. Some related compounds such as transition metal hydrides and metal phosphine complexes are often included in discussions of organometallic compounds, though strictly speaking, they are not necessarily organometallic. The related but distinct term "metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal phosphine complexes are representative members of this class. The field of organometallic chemistry combines aspects of traditional inorganic and organic chemistry.
A supramolecular assembly is a complex of molecules held together by noncovalent bonds. While a supramolecular assembly can be simply composed of two molecules, or a defined number of stoichiometrically interacting molecules within a quaternary complex, it is more often used to denote larger complexes composed of indefinite numbers of molecules that form sphere-, rod-, or sheet-like species. Colloids, liquid crystals, biomolecular condensates, micelles, liposomes and biological membranes are examples of supramolecular assemblies. The dimensions of supramolecular assemblies can range from nanometers to micrometers. Thus they allow access to nanoscale objects using a bottom-up approach in far fewer steps than a single molecule of similar dimensions.
A coordination polymer is an inorganic or organometallic polymer structure containing metal cation centers linked by ligands. More formally a coordination polymer is a coordination compound with repeating coordination entities extending in 1, 2, or 3 dimensions.
Crystal engineering studies the design and synthesis of solid-state structures with desired properties through deliberate control of intermolecular interactions. It is an interdisciplinary academic field, bridging solid-state and supramolecular chemistry.
CrystEngComm is a peer-reviewed online-only scientific journal publishing original research and review articles on all aspects of crystal engineering including properties, polymorphism, target materials, and crystalline nanomaterials. It is published biweekly by the Royal Society of Chemistry and the editor-in-chief is Pierangelo Metrangolo. According to the Journal Citation Reports, the journal has a 2020 impact factor of 3.545. CrystEngComm has a close association with the virtual web community, CrystEngCommunity.
Metal–organic frameworks (MOFs) are a class of compounds consisting of metal ions or clusters coordinated to organic ligands to form one-, two-, or three-dimensional structures. They are a subclass of coordination polymers, with the special feature that they are often porous. The organic ligands included are sometimes referred to as "struts" or "linkers", one example being 1,4-benzenedicarboxylic acid (BDC).
A halogen bond occurs when there is evidence of a net attractive interaction between an electrophilic region associated with a halogen atom in a molecular entity and a nucleophilic region in another, or the same, molecular entity. Like a hydrogen bond, the result is not a formal chemical bond, but rather a strong electrostaticattraction. Mathematically, the interaction can be decomposed in two terms: one describing an electrostatic, orbital-mixing charge-transfer and another describing electron-cloud dispersion. Halogen bonds find application in supramolecular chemistry; drug design and biochemistry; crystal engineering and liquid crystals; and organic catalysis.
Zeolitic imidazolate frameworks (ZIFs) are a class of metal-organic frameworks (MOFs) that are topologically isomorphic with zeolites. ZIF glasses can be synthesized by the melt-quench method, and the first melt-quenched ZIF glass was firstly made and reported by Bennett et al. back in 2015. ZIFs are composed of tetrahedrally-coordinated transition metal ions connected by imidazolate linkers. Since the metal-imidazole-metal angle is similar to the 145° Si-O-Si angle in zeolites, ZIFs have zeolite-like topologies. As of 2010, 105 ZIF topologies have been reported in the literature. Due to their robust porosity, resistance to thermal changes, and chemical stability, ZIFs are being investigated for applications such as carbon dioxide capture.
Transition metal hydrides are chemical compounds containing a transition metal bonded to hydrogen. Most transition metals form hydride complexes and some are significant in various catalytic and synthetic reactions. The term "hydride" is used loosely: some of them are acidic (e.g., H2Fe(CO)4), whereas some others are hydridic, having H−-like character (e.g., ZnH2).
4-Pyridylnicotinamide (4-PNA), also known as N-(pyridin-4-yl)nicotinamide, is a kinked dipodal dipyridine which was originally developed for use in chemotherapy. As in its isomer 3-pyridylnicotinamide, the nitrogen atoms on its pyridine rings can donate their electron lone pairs to metal cations, allowing it to bridge metal centers and act as a bidentate ligand in coordination polymers. It is synthesized through the reaction of nicotinoyl chloride and 4-aminopyridine.
A two-dimensional polymer (2DP) is a sheet-like monomolecular macromolecule consisting of laterally connected repeat units with end groups along all edges. This recent definition of 2DP is based on Hermann Staudinger's polymer concept from the 1920s. According to this, covalent long chain molecules ("Makromoleküle") do exist and are composed of a sequence of linearly connected repeat units and end groups at both termini.
Hong-Cai (Joe) Zhou is a Chinese-American chemist and academic. He is the Davidson Professor of Science and Robert A. Welch Chair in Chemistry at Texas A&M University. He is the associate editor of the journal Inorganic Chemistry.
Susumu Kitagawa is a Japanese chemist working in the field of coordination chemistry, with specific focus on the chemistry of organic–inorganic hybrid compounds, as well as chemical and physical properties of porous coordination polymers and metal-organic frameworks in particular. He is currently Distinguished Professor at Kyoto University, in the Institute for Integrated Cell–Material Sciences, of which he is co-founder and current director.
Some metal-organic frameworks (MOF) display large structural changes as a response to external stimuli, and such modifications of their structure can, in turn, lead to drastic changes in their physical and chemical properties. Such stimuli-responsive MOFs are generally referred to as a flexible metal-organic frameworks. They can also be called dynamic metal-organic framework, stimuli-responsive MOFs, multi-functional MOFs, or soft porous crystals.
Kumar Biradha is a researcher in the field of crystal engineering. He was born on 15 June 1968 in Relangi, Andhra Pradesh. He is a professor at the Department of Chemistry, Indian Institute of Technology, Kharagpur, and a member of Editorial Advisory board of Crystal Growth & Design, an American Chemical Society Journal.
MIL-53 belongs to the class of metal-organic framework (MOF) materials. The first synthesis and the name was established by the group of Gérard Férey in 2002. The MIL-53 structure consists of inorganic [M-OH] chains, which are connected to four neighboring inorganic chains by therephthalate-based linker molecules. Each metal center is octahedrally coordinated by six oxygen atoms. Four of these oxygen atoms originate from four different carboxylate groups and the remaining two oxygen atoms belong to two different μ-OH moieties, which bridge neighboring metal centers. The resulting framework structure contains one-dimensional diamond-shaped pores. Many research group have investigated the flexibility of the MIL-53 structure. This flexible behavior, during which the pore cross-section changes reversibly, was termed 'breathing.effect' and describes the ability of the MIL-53 framework to respond to external stimuli.
DUT-5 (DUT ⇒ Dresden University of Technology) is a material in the class of metal-organic frameworks (MOFs). Metal-organic frameworks are crystalline materials, in which metals are linked by ligands (linker molecules) to form repeating three-dimensional structures known as coordination entities. The DUT-5 framework is an expanded version of the MIL-53 structure and consists of Al3+ metal centers and biphenyl-4,4'-dicarboxylate (BPDC) linker molecules. It consists of inorganic [M-OH] chains, which are connected by the biphenyl-4,4'-dicarboxylate linkers to four neighboring inorganic chains. The resulting structure contains diamond-shaped micropores extending in one dimension.
Francis S. Mair is a British chemist and a Senior Lecturer in the Department of Chemistry at The University of Manchester. His research is based on synthetic chemistry, inorganic chemistry, catalysis and polymer chemistry.
Transition metal carboxylate complexes are coordination complexes with carboxylate (RCO2−) ligands. Reflecting the diversity of carboxylic acids, the inventory of metal carboxylates is large. Many are useful commercially, and many have attracted intense scholarly scrutiny. Carboxylates exhibit a variety of coordination modes, most common are κ1- (O-monodentate), κ2 (O,O-bidentate), and bridging.
Carboxylate–based metal–organic frameworks are metal–organic frameworks that are based on organic molecules comprising carboxylate functional groups.