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Difluorocarbene
Difluorocarbene is the chemical compound with formula CF2. It has a short half-life, 0.5 and 20 ms, in solution and in the gas phase, respectively.Douglas A Jean Osteraas "Difluorocarbene Modification of Polymer and Fiber Surfaces," ''Journal of Applied Polymer''1969, volume 13, 1523-1535. Although highly reactive, difluorocarbene is an intermediate in the production of tetrafluoroethylene, which is produced on an industrial scale as the precursor to Teflon (PTFE). Bonding in difluorocarbene In general, carbenes exist in either singlet or triplet states, which are often quite close in energy. Singlet carbenes have spin-paired electrons and a higher energy empty 2p orbital. In a triplet carbene, one electron occupies the hybrid orbital and the other is promoted to the 2p orbital.Jones. Maitland.''Organic Chemistry'', 3rd ed, W. W. Norton, 2005, 460-465. . For most carbenes, the triplet state is more stable than the corresponding singlet. In the case of fluorinated carbenes, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chlorodifluoromethane
Chlorodifluoromethane or difluoromonochloromethane is a hydrochlorofluorocarbon (HCFC). This colorless gas is better known as HCFC-22, or R-22, or . It was commonly used as a propellant and refrigerant. These applications were phased out under the Montreal Protocol in Developed country, developed countries in 2020 due to the compound's ozone depletion potential (ODP) and high global warming potential (GWP), and in developing countries this process will be completed by 2030. R-22 is a versatile intermediate in industrial organofluorine chemistry, e.g. as a precursor to tetrafluoroethylene. Production and current applications Worldwide production of R-22 in 2008 was about 800Gg per year, up from about 450Gg per year in 1998, with most production in developing countries. R-22 use is being phased out in developing countries, where it is largely used for air conditioning applications. R-22 is prepared from chloroform: :HCCl3 + 2 HF → HCF2Cl + 2 HCl An important application ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sodium Chlorodifluoroacetate
Sodium chlorodifluoroacetate is the organofluorine compound with the formula . It is a salt formed by neutralization of chlorodifluoroacetic acid with sodium hydroxide. The compound, a white solid, is of interest as a source of difluorocarbene: : This reaction is conducted in a hot solution also containing the substrate. Diglyme is a typical solvent. The conversion of sodium chlorodifluoroacetate is proposed to start with decarboxylation, which generates the carbanion . One set of applications is difluorocyclopropanation In organic chemistry, cyclopropanation refers to any chemical process which generates cyclopropane () Ring (chemistry), rings. It is an important process in modern chemistry as many useful compounds bear this motif; for example pyrethroid insectic .... Thermal decomposition of sodium chlorodifluoroacetate in the presence of triphenylphosphine and an aldehyde allows for a Wittig-like reactions In this case, {{chem2, (C6H5)3P\dCF2 is proposed as an intermedia ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrafluoroethylene
Tetrafluoroethylene (TFE) is a fluorocarbon with the chemical formula . It is a colorless gas. Its structure is . It is used primarily in the industrial preparation of fluoropolymers. It is the simplest perfluorinated alkene. It was first reported as "dicarbon tetrafluoride" in 1890. Properties Tetrafluoroethylene is a synthetic colorless, odorless gas that is insoluble in water. Like all unsaturated fluorocarbons, it is susceptible to nucleophilic attack. It is unstable towards decomposition to carbon and carbon tetrafluoride () and prone to form explosive peroxides in contact with air. Industrial use Polymerization of tetrafluoroethylene produces polytetrafluoroethylene (PTFE) polymers such as Teflon and Fluon. PTFE is one of the two fluorocarbon resins composed wholly of fluorine and carbon. The other resin composed purely of carbon and fluorine is the copolymer of TFE with typically 6–9% hexafluoropropene (HFP), which is known as FEP (fluorinated ethylene propylene c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexafluoropropylenoxide
Hexafluoropropylene oxide (HFPO) is an intermediate used in industrial organofluorine chemistry; specifically it is a monomer for fluoropolymers. This colourless gas is the epoxide of hexafluoropropylene, which is a fluorinated analog of propylene oxide, HFPO is produced by Chemours and 3M and as a precursor to the lubricant Krytox and related materials. It is generated by oxidation of perfluoropropylene, e.g. with oxygen as well as other oxidants. Reactivity Fluoride catalyzes the formation of perfluorinated polyethers such as Krytox. The initial step entails nucleophilic attack at the middle carbon to give the perfluoropropoxide anion, which in turn attacks another monomer. This process generates a polymer terminated by an acyl fluoride, which is hydrolyzed to the carboxylic acid which is decarboxylated with fluorine. The net polymerization reaction can be represented as: : Upon heating above 150 °C, HFPO decomposes to trifluoroacetyl fluoride and difluorocarbene: : The epo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbenes
In organic chemistry, a carbene is a molecule containing a neutral carbon atom with a valence of two and two unshared valence electrons. The general formula is or where the R represents substituents or hydrogen atoms. The term "carbene" may also refer to the specific compound , also called methylene, the parent hydride from which all other carbene compounds are formally derived. There are two types of carbenes: singlets or triplets, depending upon their electronic structure. The different classes undergo different reactions. Most carbenes are extremely reactive and short-lived. A small number (the dihalocarbenes, carbon monoxide, and carbon monosulfide) can be isolated, and can stabilize as metal ligands, but otherwise cannot be stored in bulk. A rare exception are the persistent carbenes, which have extensive application in modern organometallic chemistry. Generation There are two common methods for carbene generation: α-elimination and small-molecule extrusi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
PTFE
Polytetrafluoroethylene (PTFE) is a synthetic fluoropolymer of tetrafluoroethylene, and has numerous applications because it is chemically inert. The commonly known brand name of PTFE-based composition is Teflon by Chemours, a spin-off from DuPont, which originally invented the compound in 1938. Polytetrafluoroethylene is a fluorocarbon solid, as it is a high- molecular-weight polymer consisting wholly of carbon and fluorine. PTFE is hydrophobic: neither water nor water-containing substances wet PTFE, as fluorocarbons exhibit only small London dispersion forces due to the low electric polarizability of fluorine. PTFE has one of the lowest coefficients of friction of any solid. Polytetrafluoroethylene is used as a non-stick coating for pans and other cookware. It is non-reactive, partly because of the strength of carbon–fluorine bonds, so it is often used in containers and pipework for reactive and corrosive chemicals. When used as a lubricant, PTFE reduces fr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbon Dioxide
Carbon dioxide is a chemical compound with the chemical formula . It is made up of molecules that each have one carbon atom covalent bond, covalently double bonded to two oxygen atoms. It is found in a gas state at room temperature and at normally-encountered concentrations it is odorless. As the source of carbon in the carbon cycle, atmospheric is the primary carbon source for life on Earth. In the air, carbon dioxide is transparent to visible light but absorbs infrared, infrared radiation, acting as a greenhouse gas. Carbon dioxide is soluble in water and is found in groundwater, lakes, ice caps, and seawater. It is a trace gas Carbon dioxide in Earth's atmosphere, in Earth's atmosphere at 421 parts per million (ppm), or about 0.042% (as of May 2022) having risen from pre-industrial levels of 280 ppm or about 0.028%. Burning fossil fuels is the main cause of these increased concentrations, which are the primary cause of climate change.IPCC (2022Summary for pol ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chloride
The term chloride refers to a compound or molecule that contains either a chlorine anion (), which is a negatively charged chlorine atom, or a non-charged chlorine atom covalently bonded to the rest of the molecule by a single bond (). The pronunciation of the word "chloride" is . Chloride salts such as sodium chloride are often soluble in water.Green, John, and Sadru Damji. "Chapter 3." ''Chemistry''. Camberwell, Vic.: IBID, 2001. Print. It is an essential electrolyte located in all body fluids responsible for maintaining acid/base balance, transmitting nerve impulses and regulating liquid flow in and out of cells. Other examples of ionic chlorides include potassium chloride (), calcium chloride (), and ammonium chloride (). Examples of covalent chlorides include methyl chloride (), carbon tetrachloride (), sulfuryl chloride (), and monochloramine (). Electronic properties A chloride ion (diameter 167 pm) is much larger than a chlorine atom (diameter 99 pm ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triphenylphosphine
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 and often abbreviated to P Ph3 or Ph3P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry. PPh3 exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether. Preparation and structure Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride, chlorobenzene, and sodium: :PCl3 + 3 PhCl + 6 Na → PPh3 + 6 NaCl Triphenylphosphine crystallizes in triclinic and monoclinic modification. In both cases, the molecule adopts a pyramidal structure with propeller-like arrangement of the thre ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Wittig Reaction
The Wittig reaction or Wittig olefination is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide called a Wittig reagent. Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. Most often, the Wittig reaction is used to introduce a methylene group using methylenetriphenylphosphorane (Ph3P=CH2). Using this reagent, even a sterically hindered ketone such as camphor can be converted to its methylene derivative. Reaction mechanism Mechanistic studies have focused on unstabilized ylides, because the intermediates can be followed by NMR spectroscopy. The existence and interconversion of the betaine (3a and 3b) is subject of ongoing research. For lithium-free Wittig reactions, studies support a concerted formation of the oxaphosphetane without intervention of a betaine. In particular, phosphonium ylides 1 react with carbonyl compounds 2 via a +2cycloaddition that is sometimes described as having π2s+π2a">sub>π2s+π2 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Thermal Decomposition
Thermal decomposition, or thermolysis, is a chemical decomposition of a substance caused by heat. The decomposition temperature of a substance is the temperature at which the substance chemically decomposes. The reaction is usually endothermic as heat is required to break chemical bonds in the compound undergoing decomposition. If decomposition is sufficiently exothermic, a positive feedback loop is created producing thermal runaway and possibly an explosion or other chemical reaction. Decomposition temperature definition A simple substance (like water) may exist in equilibrium with its thermal decomposition products, effectively halting the decomposition. The equilibrium fraction of decomposed molecules increases with the temperature. Since thermal decomposition is a kinetic process, the observed temperature of its beginning in most instances will be a function of the experimental conditions and sensitivity of the experimental setup. For a rigorous depiction of the process, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
