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Triflyl
In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula and structure . The triflyl group is often represented by –Tf. The related triflate group (trifluoromethanesulfonate) has the formula , and is represented by –OTf. See also * Triflyl azide, TfN3 * Trioctylmethylammonium bis(trifluoromethylsulfonyl)imide, * Comins' reagent * Bis(trifluoromethanesulfonyl)aniline * Triflic anhydride Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is the chemical compound with the formula (CF3SO2)2O. It is the acid anhydride derived from triflic acid. This compound is a strong electrophile, useful for introducing the trif ... (CF3SO2)2O is a very strong triflating agent. References {{organic-chemistry-stub Triflyl compounds Functional groups ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trifluoromethanesulfonyl Azide
Trifluoromethanesulfonyl azide or triflyl azide is an organic azide used as a reagent in organic synthesis. Preparation Trifluoromethanesulfonyl azide is not commercially available. It is prepared before use by reacting trifluoromethanesulfonic anhydride with sodium azide, traditionally in dichloromethane. However, use of dichloromethane should be avoided because sodium azide is known to generate highly explosive azido-chloromethane and diazidomethane in situ by nucleophilic substitution on dichloromethane.Cavender, C. J.; Shiner, V. J., Jr. J. Org. Chem. (1972), 37, 3567. Moreover, the volatility of dichloromethane is a liability, as unsolvated triflyl azide is a detonation hazard. The reaction may also be carried out in toluene, acetonitrile, or pyridine. : (Tf = ) The trifluoromethanesulfonic anhydride starting material is rather expensive, and the product is explosive, and does not store well. As a result, imidazole-1-sulfonyl azide has been developed as an alternative.{{cit ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triflyl Compounds
In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula and structure . The triflyl group is often represented by –Tf. The related triflate group (trifluoromethanesulfonate) has the formula , and is represented by –OTf. See also * Triflyl azide, TfN3 * Trioctylmethylammonium bis(trifluoromethylsulfonyl)imide, * Comins' reagent * Bis(trifluoromethanesulfonyl)aniline * Triflic anhydride Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is the chemical compound with the formula (CF3SO2)2O. It is the acid anhydride derived from triflic acid. This compound is a strong electrophile, useful for introducing the trif ... (CF3SO2)2O is a very strong triflating agent. References {{organic-chemistry-stub Triflyl compounds Functional groups ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Comins' Reagent
The Comins' reagent is a triflyl-donating reagent that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates. It was first reported in 1992 by Daniel Comins. The vinyl triflates prepared are useful as substrates in the Suzuki reaction. See also * Bis(trifluoromethanesulfonyl)aniline Bis(trifluoromethanesulfonyl)aniline is the organic compound with the formula C6H5N(SO2CF3)2.{{cite journal, title=N-Phenyltrifluoromethanesulfonimide , last1=Zeller, first1=Wayne E., last2=Schwörer, first2=Ralf, journal=E-EROS Encyclopedia of Re ... References Reagents for organic chemistry Chloropyridines Sulfonamides Trifluoromethyl compounds Substances discovered in the 1990s {{organic-compound-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bis(trifluoromethanesulfonyl)aniline
Bis(trifluoromethanesulfonyl)aniline is the organic compound with the formula C6H5N(SO2CF3)2.{{cite journal, title=N-Phenyltrifluoromethanesulfonimide , last1=Zeller, first1=Wayne E., last2=Schwörer, first2=Ralf, journal=E-EROS Encyclopedia of Reagents for Organic Synthesis, year=2009, doi=10.1002/047084289X.rp142.pub2, isbn=978-0471936237 It is a white solid. The compound is used to install the triflyl group (SO2CF3). Its behavior is akin to that of triflic anhydride, but milder. See also * Comins' reagent The Comins' reagent is a triflyl-donating reagent that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates. It was first reported in 1992 by Daniel Comins. The vinyl triflates prepared are useful as sub ..., a related triflating reagent. References Triflates Amides Reagents for organic chemistry Phenyl compounds ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triflic Anhydride
Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is the chemical compound with the formula (CF3SO2)2O. It is the acid anhydride derived from triflic acid. This compound is a strong electrophile, useful for introducing the triflyl group, CF3SO2. Abbreviated Tf2O, triflic anhydride is the acid anhydride of the strong acid triflic acid, CF3SO2OH. Preparation and uses Triflic anhydride is prepared by dehydration of triflic acid using P4O10. Triflic anhydride is useful for converting ketones into enol triflates. In a representative application, is used to convert an imine into a NTf group. It will convert phenols into a triflic ester, which enables cleavage of the C-O bond. Assay The typical impurity in triflic anhydride is triflic acid, which is also a colorless liquid. Samples of triflic anhydride can be assayed by 19F NMR spectroscopy: −72.6 ppm vs. −77.3 for TfOH (std CFCl3). Safety It is an aggressive electrophile and readily hydrolyzes to the strong ac ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Chemistry
Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J.; Greeves, N. and Warren, S. (2012) ''Organic Chemistry''. Oxford University Press. pp. 1–15. . Study of structure determines their structural formula. Study of properties includes physical and chemical properties, and evaluation of chemical reactivity to understand their behavior. The study of organic reactions includes the chemical synthesis of natural products, drugs, and polymers, and study of individual organic molecules in the laboratory and via theoretical ( in silico) study. The range of chemicals studied in organic chemistry includes hydrocarbons (compounds containing only carbon and hydrogen) as well as compounds based on carbon, but also containing other elements, especially oxygen, nitrogen, sulfur, phosphorus (included in ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Preferred IUPAC Name
In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations. Preferred IUPAC names are applicable only for organic compounds, to which the IUPAC has the definition as compounds which contain at least a single carbon atom but no alkali, alkaline earth or transition metals and can be named by the nomenclature of organic compounds (see below). Rules for the remaining organic and inorganic compounds are still under development. The concept of PINs is defined in the introductory chapter (freely accessible) and chapter 5 of the ''"Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013"'', which replace two former publicat ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Functional Group
In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their nonpolar core of carbon atoms and thus add chemical character to carbon chains. Fun ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Formula
In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as parentheses, dashes, brackets, commas and ''plus'' (+) and ''minus'' (−) signs. These are limited to a single typographic line of symbols, which may include Subscript and superscript, subscripts and superscripts. A chemical formula is not a chemical nomenclature, chemical name, and it contains no words. Although a chemical formula may imply certain simple chemical structures, it is not the same as a full chemical structural formula. Chemical formulae can fully specify the structure of only the simplest of molecules and chemical substances, and are generally more limited in power than chemical names and structural formulae. The simplest types of chemical formulae are called ''empirical formulae'', which use letters and numbers ind ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Structure
A chemical structure determination includes a chemist's specifying the molecular geometry and, when feasible and necessary, the electronic structure of the target molecule or other solid. Molecular geometry refers to the spatial arrangement of atoms in a molecule and the chemical bonds that hold the atoms together, and can be represented using structural formulae and by molecular models; complete electronic structure descriptions include specifying the occupation of a molecule's molecular orbitals. Structure determination can be applied to a range of targets from very simple molecules (e.g., diatomic oxygen or nitrogen), to very complex ones (e.g., such as protein or DNA). Background Theories of chemical structure were first developed by August Kekulé, Archibald Scott Couper, and Aleksandr Butlerov, among others, from about 1858. These theories were first to state that chemical compounds are not a random cluster of atoms and functional groups, but rather had a definite order ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
