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Trifluoromethanesulfonate
In organic chemistry, triflate (Preferred IUPAC name, systematic name: trifluoromethanesulfonate), is a functional group with the Chemical formula, formula and Chemical structure, structure . The triflate group is often represented by , as opposed to −Tf, which is the trifluoromethylsulfonyl, triflyl group, . For example, Butyl group, ''n''-butyl triflate can be written as . The corresponding triflate Ion, anion, , is an extremely stable polyatomic ion; this comes from the fact that triflic acid () is a superacid; i.e. it is more acidic than pure sulfuric acid, already one of the strongest acids known. Applications A triflate group is an excellent leaving group used in certain organic reactions such as nucleophilic substitution, Suzuki couplings and Heck reactions. Since alkyl triflates are extremely reactive in SN2 reaction, SN2 reactions, they must be stored in conditions free of nucleophiles (such as water). The anion owes its stability to resonance stabilization which cau ...
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Lanthanide
The lanthanide () or lanthanoid () series of chemical elements comprises the 15 metallic chemical elements with atomic numbers 57–71, from lanthanum through lutetium. These elements, along with the chemically similar elements scandium and yttrium, are often collectively known as the rare-earth elements or rare-earth metals. The informal chemical symbol Ln is used in general discussions of lanthanide chemistry to refer to any lanthanide. All but one of the lanthanides are f-block elements, corresponding to the filling of the 4f electron shell. There is some dispute on whether lanthanum or lutetium is a d-block element, but lutetium is usually considered so by those who study the matter; it is included due to its chemical similarities with the other 14. All lanthanide elements form trivalent cations, Ln3+, whose chemistry is largely determined by the ionic radius, which decreases steadily from lanthanum to lutetium. These elements are called lanthanides because the elements i ...
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Triflate
In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula and structure . The triflate group is often represented by , as opposed to −Tf, which is the triflyl group, . For example, ''n''-butyl triflate can be written as . The corresponding triflate anion, , is an extremely stable polyatomic ion; this comes from the fact that triflic acid () is a superacid; i.e. it is more acidic than pure sulfuric acid, already one of the strongest acids known. Applications A triflate group is an excellent leaving group used in certain organic reactions such as nucleophilic substitution, Suzuki couplings and Heck reactions. Since alkyl triflates are extremely reactive in SN2 reactions, they must be stored in conditions free of nucleophiles (such as water). The anion owes its stability to resonance stabilization which causes the negative charge to be spread symmetrically over the three oxygen atoms. An additional stabilization is a ...
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Triflic Acid
Triflic acid, the short name for trifluoromethanesulfonic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF3SO3H. It is one of the strongest known acids. Triflic acid is mainly used in research as a catalyst for esterification. It is a hygroscopic, colorless, slightly viscous liquid and is soluble in polar solvents. Synthesis Trifluoromethanesulfonic acid is produced industrially by electrochemical fluorination (ECF) of methanesulfonic acid: : CH3SO3H + 4 HF ->CF3SO2F + H2O + 3 H2 The resulting CF3SO2F is hydrolyzed, and the resulting triflate salt is reprotonated. Alternatively, trifluoromethanesulfonic acid arises by oxidation of trifluoromethyl sulfenyl chloride: :CF3SCl + 2 Cl2 + 3 H2O -> CF3SO3H + 5 HCl Triflic acid is purified by distillation from triflic anhydride. Historical Trifluoromethanesulfonic acid was first synthesized in 1954 by Robert Haszeldine and Kidd by the following reaction: : Reactions As an acid In the laboratory, trifl ...
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Suzuki Coupling
The Suzuki reaction is an organic reaction, classified as a cross-coupling reaction, where the coupling partners are a boronic acid and an organohalide and the catalyst is a palladium(0) complex. It was first published in 1979 by Akira Suzuki, and he shared the 2010 Nobel Prize in Chemistry with Richard F. Heck and Ei-ichi Negishi for their contribution to the discovery and development of palladium-catalyzed cross-couplings in organic synthesis. This reaction is also known as the Suzuki–Miyaura reaction or simply as the Suzuki coupling. It is widely used to synthesize poly olefins, styrenes, and substituted biphenyls. Several reviews have been published describing advancements and the development of the Suzuki reaction. The general scheme for the Suzuki reaction is shown below, where a carbon-carbon single bond is formed by coupling a halide (R1-X) with an organoboron species (R2-BY2) using a palladium catalyst and a base. Reaction mechanism The mechanism of the Suzuki rea ...
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Electrolyte
An electrolyte is a medium containing ions that is electrically conducting through the movement of those ions, but not conducting electrons. This includes most soluble salts, acids, and bases dissolved in a polar solvent, such as water. Upon dissolving, the substance separates into cations and anions, which disperse uniformly throughout the solvent. Solid-state electrolytes also exist. In medicine and sometimes in chemistry, the term electrolyte refers to the substance that is dissolved. Electrically, such a solution is neutral. If an electric potential is applied to such a solution, the cations of the solution are drawn to the electrode that has an abundance of electrons, while the anions are drawn to the electrode that has a deficit of electrons. The movement of anions and cations in opposite directions within the solution amounts to a current. Some gases, such as hydrogen chloride (HCl), under conditions of high temperature or low pressure can also function as electrolytes. El ...
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Lithium Ion Batteries
A lithium-ion or Li-ion battery is a type of rechargeable battery which uses the reversible reduction of lithium ions to store energy. It is the predominant battery type used in portable consumer electronics and electric vehicles. It also sees significant use for grid-scale energy storage and military and aerospace applications. Compared to other rechargeable battery technologies, Li-ion batteries have high energy densities, low self-discharge, and no memory effect (although a small memory effect reported in LFP cells has been traced to poorly made cells). Chemistry, performance, cost and safety characteristics vary across types of lithium-ion batteries. Most commercial Li-ion cells use intercalation compounds as the active materials. The anode or negative electrode is usually graphite, although silicon-carbon is also being increasingly used. Cells can be manufactured to prioritize either energy or power density. Handheld electronics mostly use lithium polymer batteries (w ...
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Lithium Triflate
Lithium triflate (lithium triflouromethanesulfonate or LiOTf) is a salt with the chemical formula LiCF3SO3. It is composed of the lithium cation (Li+) and triflate anion (CF3SO3−; TfO−). It is very hygroscopic. The salt is used in lithium-ion battery A lithium-ion or Li-ion battery is a type of rechargeable battery which uses the reversible reduction of lithium ions to store energy. It is the predominant battery type used in portable consumer electronics and electric vehicles. It also se ... production. : References {{Lithium compounds Triflates Lithium salts ...
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Group 13 Element
The Group 13 network ( pl, Trzynastka, Yiddish: ''דאָס דרײַצענטל'') was a Jewish Nazi collaborationist organization in the Warsaw Ghetto during the German occupation of Poland in World War II. The rise and fall of the Group was likely a proxy for power struggles between various factions in the Nazi German military and bureaucracy, for their own financial benefit. Background The group was founded in December 1940 and led by Abraham Gancwajch, the former head of Hashomer Hatzair in Łódź. ''The Thirteen'' took its informal name from the address of its main office at 13 Leszno Street in Warsaw. Sanctioned by Sicherheitsdienst (SD), and also known as the Jewish Gestapo, the unit reported directly to the local Gestapo office. Organizational structure Group 13 had between 300 and 400 uniformed Jewish officers, distinguished by caps with green bands. Membership in the ''13'' required payment of several thousand zlotys, issued by the German Nazi-controlled bank. ...
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Group 11 Element
Group 11, by modern IUPAC numbering, is a group of chemical elements in the periodic table, consisting of copper (Cu), silver (Ag), and gold (Au), and roentgenium (Rg), although no chemical experiments have yet been carried out to confirm that roentgenium behaves like the heavier homologue to gold. Group 11 is also known as the ''coinage metals'', due to their usage in minting coins—while the rise in metal prices mean that silver and gold are no longer used for circulating currency, remaining in use for bullion, copper remains a common metal in coins to date, either in the form of copper clad coinage or as part of the cupronickel alloy. They were most likely the first three elements discovered. Copper, silver, and gold all occur naturally in elemental form. History All the elements of the group except roentgenium have been known since prehistoric times, as all of them occur in metallic form in nature and no extraction metallurgy is necessary to produce them. Copper was kno ...
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Electron-withdrawing Group
In chemistry, an electron-withdrawing group (EWG) is a substituent that has some of the following kinetic and thermodynamic implications: *with regards to electron transfer, electron-withdrawing groups enhance the oxidizing power tendency of the appended species. Tetracyanoethylene is an oxidant because the alkene is appended to four cyano substituents, which are electron-withdrawing. *with regards to acid-base reactions, acids with electron-withdrawing groups species have low acid dissociation constants. For EWG's attached to benzene, this effect is described by the Hammett equation, which allows EWGs to be discussed quantitatively. *with regards to nucleophilic substitution reactions, electron-withdrawing groups are susceptible to attack by weak nucleophiles. For example, compared to chlorobenzene, chlorodinitrobenzene is susceptible to reactions that displace chloride.{{cite journal , author=J. F. Bunnett, R. M. Conner, doi=10.15227/orgsyn.040.0034, title=2,4-Dinitroiodobe ...
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Trifluoromethyl
The trifluoromethyl group is a functional group that has the formula -CF3. The naming of is group is derived from the methyl group (which has the formula -CH3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H–, 1,1,1-trifluoroethane –, and hexafluoroacetone –CO–. Compounds with this group are a subclass of the organofluorines. Properties The trifluoromethyl group has a significant electronegativity that is often described as being intermediate between the electronegativities of fluorine and chlorine. For this reason, trifluoromethyl-substituted compounds are often strong acids, such as trifluoromethanesulfonic acid and trifluoroacetic acid Trifluoroacetic acid (TFA) is an organofluorine compound with the chemical formula CF3CO2H. It is a structural analogue of acetic acid with all three of the acetyl group's hydrogen atoms replaced by fluorine atoms and is a colorless liquid with a .... Conversely, the trifluoromethyl group ...
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Resonance Stabilization
In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or ''forms'', also variously known as ''resonance structures'' or ''canonical structures'') into a resonance hybrid (or ''hybrid structure'') in valence bond theory. It has particular value for analyzing delocalized electrons where the bonding cannot be expressed by one single Lewis structure. Overview Under the framework of valence bond theory, resonance is an extension of the idea that the bonding in a chemical species can be described by a Lewis structure. For many chemical species, a single Lewis structure, consisting of atoms obeying the octet rule, possibly bearing formal charges, and connected by bonds of positive integer order, is sufficient for describing the chemical bonding and rationalizing experimentally determined molecular properties like bond lengths, angles, and dipole moment. However ...
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