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Hunsdiecker Reaction Mechanism
The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver salts of carboxylic acids react with a halogen to produce an organic halide. It is an example of both a decarboxylation and a halogenation reaction as the product has one fewer carbon atoms than the starting material (lost as carbon dioxide) and a halogen atom is introduced its place. The reaction was first demonstrated by Alexander Borodin in his 1861 reports of the preparation of methyl bromide () from silver acetate (). Shortly after, the approach was applied to the degradation of fatty acids in the laboratory of Adolf Lieben. However, it is named for Cläre Hunsdiecker and her husband Heinz Hunsdiecker, whose work in the 1930s developed it into a general method. Several reviews have been published, and a catalytic approach has been developed. : History Alexander Borodin first observed the reaction in 1861 when he prep ...
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Heinz Hunsdiecker
Heinz Hunsdiecker (22 January 1904 – 22 November 1981) was a German chemist who together with his wife Claire Hunsdiecker (1903–1995) improved a reaction of Alexander Borodin now known as the Hunsdiecker reaction The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver salts of carboxylic acids react with a halogen to produce an organic halide. It is an exam .... References 1904 births 1981 deaths 20th-century German chemists {{Germany-chemist-stub ...
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Hunsdiecker Reaction Scheme
The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver salts of carboxylic acids react with a halogen to produce an organic halide. It is an example of both a decarboxylation and a halogenation reaction as the product has one fewer carbon atoms than the starting material (lost as carbon dioxide) and a halogen atom is introduced its place. The reaction was first demonstrated by Alexander Borodin in his 1861 reports of the preparation of methyl bromide () from silver acetate (). Shortly after, the approach was applied to the degradation of fatty acids in the laboratory of Adolf Lieben. However, it is named for Cläre Hunsdiecker and her husband Heinz Hunsdiecker, whose work in the 1930s developed it into a general method. Several reviews have been published, and a catalytic approach has been developed. : History Alexander Borodin first observed the reaction in 1861 when he prep ...
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Hunsdiecker Reaction Mechanism
The Hunsdiecker reaction (also called the Borodin reaction or the Hunsdiecker–Borodin reaction) is a name reaction in organic chemistry whereby silver salts of carboxylic acids react with a halogen to produce an organic halide. It is an example of both a decarboxylation and a halogenation reaction as the product has one fewer carbon atoms than the starting material (lost as carbon dioxide) and a halogen atom is introduced its place. The reaction was first demonstrated by Alexander Borodin in his 1861 reports of the preparation of methyl bromide () from silver acetate (). Shortly after, the approach was applied to the degradation of fatty acids in the laboratory of Adolf Lieben. However, it is named for Cläre Hunsdiecker and her husband Heinz Hunsdiecker, whose work in the 1930s developed it into a general method. Several reviews have been published, and a catalytic approach has been developed. : History Alexander Borodin first observed the reaction in 1861 when he prep ...
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Diradical
In chemistry, a diradical is a molecular species with two electrons occupying molecular orbitals (MOs) which are degenerate. The term "diradical" is mainly used to describe organic compounds, where most diradicals are extremely reactive and in fact rarely isolated. Diradicals are even-electron molecules but have one fewer bond than the number permitted by the octet rule. Examples of diradical species can also be found in coordination chemistry, for example among bis(1,2-dithiolene) metal complexes. Spin states Diradicals are usually triplets. The phrases ''singlet'' and ''triplet'' are derived from the multiplicity of states of diradicals in electron spin resonance: a singlet diradical has one state (S = 0, Ms = 2*0+1 = 1, ms = 0) and exhibits no signal in EPR and a triplet diradical has 3 states (S = 1, Ms = 2*1+1 = 3, ms = -1; 0; 1) and shows in EPR 2 peaks (if no hyperfine splitting). The triplet state has total spin quantum number S = 1 and is paramagnetic. Therefore, di ...
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Radical (chemistry)
In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired valence electron. With some exceptions, these unpaired electrons make radicals highly chemically reactive. Many radicals spontaneously dimerize. Most organic radicals have short lifetimes. A notable example of a radical is the hydroxyl radical (HO·), a molecule that has one unpaired electron on the oxygen atom. Two other examples are triplet oxygen and triplet carbene (꞉) which have two unpaired electrons. Radicals may be generated in a number of ways, but typical methods involve redox reactions. Ionizing radiation, heat, electrical discharges, and electrolysis are known to produce radicals. Radicals are intermediates in many chemical reactions, more so than is apparent from the balanced equations. Radicals are important in combustion, atmospheric chemistry, polymerization, plasma chemistry, biochemistry, and many other chemical processes. A majority of ...
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Reaction Mechanism
In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical change occurs. A chemical mechanism is a theoretical conjecture that tries to describe in detail what takes place at each stage of an overall chemical reaction. The detailed steps of a reaction are not observable in most cases. The conjectured mechanism is chosen because it is thermodynamically feasible, and has experimental support in isolated intermediates (see next section) or other quantitative and qualitative characteristics of the reaction. It also describes each reactive intermediate, activated complex, and transition state, and which bonds are broken (and in what order), and which bonds are formed (and in what order). A complete mechanism must also explain the reason for the reactants and catalyst used, the stereochemistry observed in reactants and products, all products formed and the amount of each. The electron or arrow pushing method is often used in i ...
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Organic Syntheses
''Organic Syntheses'' is a peer-reviewed scientific journal that was established in 1921. It publishes detailed and checked procedures for the synthesis of organic compounds. A unique feature of the review process is that all of the data and experiments reported in an article must be successfully repeated in the laboratory of a member of the editorial board as a check for reproducibility prior to publication. The journal is published by Organic Syntheses, Inc., a non-profit corporation. An annual print version is published by John Wiley & Sons on behalf of Organic Syntheses, Inc. History Prior to World War I, work on synthetic organic chemistry in the United States had been quite limited, and most of the reagents used in laboratories had to be imported from Europe. When export stoppages and trade embargoes cut off this source, Clarence Derick, a professor of chemistry at University of Illinois at Urbana-Champaign, began an effort to synthesize these needed chemicals in industr ...
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Mercuric Oxide
Mercury(II) oxide, also called mercuric oxide or simply mercury oxide, is the inorganic compound with the formula Mercury (element), Hgoxygen, O. It has a red or orange color. Mercury(II) oxide is a solid at room temperature and pressure. The mineral form montroydite is very rarely found. History An experiment for the preparation of mercuric oxide was first described by 11th century Arab-Spanish alchemist, Maslama al-Majriti, in ''Rutbat al-hakim.'' In 1774, Joseph Priestley discovered that oxygen was released by heating mercuric oxide, although he did not identify the gas as oxygen (rather, Priestley called it "Phlogiston, dephlogisticated air," as that was the paradigm that he was working under at the time). Synthesis The red form of HgO can be made by heating Hg in oxygen at roughly 350 °C, or by pyrolysis of mercury(II) nitrate, Hg(NO3)2. The yellow form can be obtained by precipitation of aqueous Hg2+ with alkali. The difference in color is due to particle size; b ...
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Simonini Reaction Scheme
Simonini Racing S.r.l. is an Italian automotive and aircraft engine manufacturer based in San Dalmazio di Serramazzoni. The company specializes in the design and manufacture of small engines and racing conversion kits for motorcycles and microlight aircraft.Bertrand, Noel; Rene Coulon; et al: ''World Directory of Leisure Aviation 2003-04'', page 221. Pagefast Ltd, Lancaster UK, 2003. Bayerl, Robby; Martin Berkemeier; et al: ''World Directory of Leisure Aviation 2011-12'', pages 240, 242-243. WDLA UK, Lancaster UK, 2011. ISSN 1368-485XTacke, Willi; Marino Boric; et al: ''World Directory of Light Aviation 2015-16'', page 260. Flying Pages Europe SARL, 2015. Simonini Racing is organized as a Società a responsabilità limitata, an Italian limited liability company. The company produces a line of small engines, racing conversion kits, mufflers and parts. Their aircraft engines are all one and two cylinder two-stroke designs and include the 200cc, Mini 2 Evo, Mini 2 Plus, Mi ...
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Ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties. '' Nomenclature Etymology Th ...
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Stoichiometry
Stoichiometry refers to the relationship between the quantities of reactants and products before, during, and following chemical reactions. Stoichiometry is founded on the law of conservation of mass where the total mass of the reactants equals the total mass of the products, leading to the insight that the relations among quantities of reactants and products typically form a ratio of positive integers. This means that if the amounts of the separate reactants are known, then the amount of the product can be calculated. Conversely, if one reactant has a known quantity and the quantity of the products can be empirically determined, then the amount of the other reactants can also be calculated. This is illustrated in the image here, where the balanced equation is: : Here, one molecule of methane reacts with two molecules of oxygen gas to yield one molecule of carbon dioxide and two molecules of water. This particular chemical equation is an example of complete combustion. St ...
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