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Quadricyclane
Quadricyclane is a strained, multi-cyclic hydrocarbon with the formula CH2(CH)6. A white volatile colorless liquid, it is highly strained molecule (78.7 kcal/mol). Isomerization of quadricyclane proceeds slowly at low temperatures.Petrov, V. A; Vasil’ev, N. V. “Synthetic Chemistry of Quadricyclane.” ''Current Organic Synthesis'' 3 (2006): 215–259 Because of quadricyclane’s strained structure and thermal stability, it has been studied extensively. Preparation Quadricyclane is produced by the irradiation of norbornadiene (bicyclo .2.1epta-2,5-diene) in the presence of Michler's ketone or ethyl Michler's ketone. Other sensitizers, such as acetone, benzophenone, acetophenone, etc., may be used but with a lesser yield. The yield is higher for freshly distilled norbornadiene, but commercial reagents will suffice. : Proposed applications to solar energy The conversion of norbornadiene into quadricyclane is achievd with ~300nm UV radiation. . When converted back to norbo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norbornadiene
Norbornadiene is an organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ... and a bicyclic hydrocarbon. Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. It has been intensively studied owing to its high reactivity and distinctive structural property of being a diene that cannot isomerization, isomerize (isomers would be anti-Bredt alkenes). Norbornadiene is also a useful Diels–Alder_reaction#The_dienophile, dienophile in Diels-Alder reactions. Synthesis Norbornadiene can be formed by a Diels-Alder reaction between cyclopentadiene and acetylene : Reactions Quadricyclane, a valence isomer, can be obtained from norbornadiene by a photochemical reaction when assisted by a photochemical sensitizer, sensiti ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Strain Energy
In physics, the elastic potential energy gained by a wire during elongation with a tensile (stretching) force is called strain energy. For Linear elasticity, linearly elastic materials, strain energy is: : U = \frac 1 2 V \sigma \epsilon = \frac 1 2 V E \epsilon^2 = \frac 1 2 \frac V E \sigma^2 where is Stress (mechanics), stress, is Deformation (engineering), strain, is volume, and is Young's modulus: : E = \frac \sigma \epsilon Molecular strain In a molecule, strain energy is released when the constituent atoms are allowed to rearrange themselves in a chemical reaction.''March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure,'' Michael B. Smith & Jerry March, Wiley-Interscience, 5th edition, 2001, The external work done on an elastic member in causing it to distort from its unstressed state is transformed into strain energy which is a form of potential energy. The strain energy in the form of elastic deformation is mostly recoverable in the form of mec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Isomerization
In chemistry, isomerization or isomerisation is the process in which a molecule, polyatomic ion or molecular fragment is transformed into an isomer with a different chemical structure. Enolization is an example of isomerization, as is tautomerization. When the isomerization occurs intramolecularly it may be called a rearrangement reaction. When the activation energy for the isomerization reaction is sufficiently small, both isomers will exist in a temperature-dependent equilibrium with each other. Many values of the standard free energy difference, \Delta G^\circ, have been calculated, with good agreement between observed and calculated data. Examples and applications Alkanes Skeletal isomerization occurs in the cracking process, used in the petrochemical industry. As well as reducing the average chain length, straight-chain hydrocarbons are converted to branched isomers in the process, as illustrated the following reaction of ''n''-butane to ''i''-butane. :\overset -> \o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Michler's Ketone
Michler's ketone is an organic compound with the formula of CH3)2NC6H4sub>2CO. This electron-rich derivative of benzophenone is an intermediate in the production of dyes and pigments, for example Methyl violet. It is also used as a photosensitizer. It is named after the German chemist Wilhelm Michler. Synthesis The ketone is prepared today as it was originally by Michler using the Friedel-Crafts acylation of dimethylaniline (C6H5NMe2) using phosgene (COCl2) or equivalent reagents such as triphosgene :COCl2 + 2 C6H5NMe2 → (Me2NC6H4)2CO + 2 HCl → salt The related tetraethyl compound (Et2NC6H4)2CO, also a precursor to dyes, is prepared similarly. Uses Michler's ketone is an intermediate in the synthesis of dyes and pigments for paper, textiles, and leather. Condensation with various aniline derivatives gives several of the dyes called methyl violet, such as crystal violet. Condensation of Michler's ketone with ''N''-phenyl-1-naphthylamine gives the dye Victoria Blue ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acetone
Acetone (2-propanone or dimethyl ketone), is an organic compound with the formula . It is the simplest and smallest ketone (). It is a colorless, highly volatile and flammable liquid with a characteristic pungent odour. Acetone is miscible with water and serves as an important organic solvent in its own right, in industry, home, and laboratory. About 6.7 million tonnes were produced worldwide in 2010, mainly for use as a solvent and production of methyl methacrylate (and from that PMMA) as well as bisphenol A.Acetone World Petrochemicals report, January 2010Stylianos Sifniades, Alan B. Levy, "Acetone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. It is a common building block in |
Benzophenone
Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylketone. Uses Benzophenone can be used as a photo initiator in UV(Ultra-violet)-curing applications such as inks, imaging, and clear coatings in the printing industry. Benzophenone prevents ultraviolet ( UV) light from damaging scents and colors in products such as perfumes and soaps. Benzophenone can also be added to plastic packaging as a UV blocker to prevent photo-degradation of the packaging polymers or its contents. Its use allows manufacturers to package the product in clear glass or plastic (such as a PETE water bottle). Without it, opaque or dark packaging would be required. In biological applications, benzophenones have been used extensively as photophysical probes to identify and map peptide–protein interactions. Benzophenone ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acetophenone
Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colorless, viscous liquid is a precursor to useful resins and fragrances. Production Acetophenone is formed as a byproduct of the cumene process, the industrial route for the synthesis of phenol and acetone. In the Hock rearrangement of isopropylbenzene hydroperoxide, migration of a methyl group rather than the phenyl group gives acetophenone and methanol as a result of an alternate rearrangement of the intermediate: :C6H5C(CH3)2O2H -> C6H5C(O)CH3 + CH3OH The cumene process is conducted on such a large scale that even the small amount of acetophenone by-product can be recovered in commercially useful quantities. Acetophenone is also generated from ethylbenzene hydroperoxide. Ethylbenzene hydroperoxide is primarily converted to 1-phenylethanol (α-methylbenzyl alcohol) in the process with a small amount of by-product acetophenone. Acetophenone is recovered or hydrogena ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Synthesis Of Quadricyclane From Norbornadiene
Synthesis or synthesize may refer to: Science Chemistry and biochemistry *Chemical synthesis, the execution of chemical reactions to form a more complex molecule from chemical precursors **Organic synthesis, the chemical synthesis of organic compounds ***Total synthesis, the complete organic synthesis of complex organic compounds, usually without the aid of biological processes ***Convergent synthesis or linear synthesis, a strategy to improve the efficiency of multi-step chemical syntheses **Dehydration synthesis, a chemical synthesis resulting in the loss of a water molecule *Biosynthesis, the creation of an organic compound in a living organism, usually aided by enzymes **Photosynthesis, a biochemical reaction using a carbon molecule to produce an organic molecule, using sunlight as a catalyst **Chemosynthesis, the synthesis of biological compounds into organic waste, using methane or an oxidized molecule as a catalyst **Amino acid synthesis, the synthesis of an amino acid ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
UV Radiation
Ultraviolet (UV) is a form of electromagnetic radiation with wavelength from 10 nm (with a corresponding frequency around 30 PHz) to 400 nm (750 THz), shorter than that of visible light, but longer than X-rays. UV radiation is present in sunlight, and constitutes about 10% of the total electromagnetic radiation output from the Sun. It is also produced by electric arcs and specialized lights, such as mercury-vapor lamps, tanning lamps, and black lights. Although long-wavelength ultraviolet is not considered an ionizing radiation because its photons lack the energy to ionize atoms, it can cause chemical reactions and causes many substances to glow or fluoresce. Consequently, the chemical and biological effects of UV are greater than simple heating effects, and many practical applications of UV radiation derive from its interactions with organic molecules. Short-wave ultraviolet light damages DNA and sterilizes surfaces with which it comes into contact. For h ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ring Strain
In organic chemistry, ring strain is a type of instability that exists when bonds in a molecule form angles that are abnormal. Strain is most commonly discussed for small rings such as cyclopropanes and cyclobutanes, whose internal angles are substantially smaller than the idealized value of approximately 109°. Because of their high strain, the heat of combustion for these small rings is elevated. Ring strain results from a combination of angle strain, conformational strain or Pitzer strain (torsional eclipsing interactions), and transannular strain, also known as van der Waals strain or Prelog strain. The simplest examples of angle strain are small cycloalkanes such as cyclopropane and cyclobutane. Ring strain energy can be attributed to the energy required for the distortion of bond and bond angles in order to close a ring. Ring strain energy is believed to be the cause of accelerated rates in altering ring reactions. Its interactions with traditional bond energies chan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Solar Energy
Solar energy is radiant light and heat from the Sun that is harnessed using a range of technologies such as solar power to generate electricity, solar thermal energy (including solar water heating), and solar architecture. It is an essential source of renewable energy, and its technologies are broadly characterized as either passive solar or active solar depending on how they capture and distribute solar energy or convert it into solar power. Active solar techniques include the use of photovoltaic systems, concentrated solar power, and solar water heating to harness the energy. Passive solar techniques include orienting a building to the Sun, selecting materials with favorable thermal mass or light-dispersing properties, and designing spaces that naturally circulate air. The large magnitude of solar energy available makes it a highly appealing source of electricity. In 2020 solar energy has been the cheapest source of Electricity. In Saudi Arabia a power purchase agreemen ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Thermal Decomposition
Thermal decomposition, or thermolysis, is a chemical decomposition 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. Examples * Calcium carbonate (limestone or chalk) decomposes into calcium oxide and carbon dioxide when heated. The chemical reaction is as follows: ::CaCO3 → CaO + CO2 :The reaction is used to make Calcium oxide, quick lime, which is an industrially impor ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
