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Wolff Rearrangement
The Wolff rearrangement is a reaction in organic chemistry in which an α-diazocarbonyl compound is converted into a ketene by loss of dinitrogen with accompanying 1,2-rearrangement. The Wolff rearrangement yields a ketene as an intermediate product, which can undergo nucleophilic attack with weakly acidic nucleophiles such as water, alcohols, and amines, to generate carboxylic acid derivatives or undergo +2cycloaddition reactions to form four-membered rings. The mechanism of the Wolff rearrangement has been the subject of debate since its first use. No single mechanism sufficiently describes the reaction, and there are often competing concerted and carbene-mediated pathways; for simplicity, only the textbook, concerted mechanism is shown below. The reaction was discovered by Ludwig Wolff in 1902. The Wolff rearrangement has great synthetic utility due to the accessibility of α-diazocarbonyl compounds, variety of reactions from the ketene intermediate, and stereochemical ret ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ludwig Wolff
Ludwig Wolff (27 September 1857 – 24 February 1919), born in Neustadt in Palatinate (region), Palatinate, was a German chemist. He studied chemistry at the University of Strasbourg, where he received his Ph.D. from Rudolph Fittig in 1882. He became Professor of analytical chemistry at the University of Jena in 1891 and held this position till his death in 1919. In 1911 he published a new reaction now known as the Wolff-Kishner reduction. His name is also associated with the chemical reaction known as the Wolff rearrangement (1912). References 1857 births 1919 deaths 19th-century German chemists People from the Rhine Province University of Strasbourg alumni Academic staff of the University of Jena People from Neustadt an der Weinstraße 20th-century German chemists {{Germany-chemist-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Silver Oxide
Silver oxide is the chemical compound with the formula Ag2O. It is a fine black or dark brown powder that is used to prepare other silver compounds. Preparation Silver oxide can be prepared by combining aqueous solutions of silver nitrate and an alkali hydroxide. This reaction does not afford appreciable amounts of silver hydroxide due to the favorable energetics for the following reaction: :2 AgOH -> Ag2O + H2O ( p''K'' = 2.875) With suitably controlled conditions, this reaction can be used to prepare Ag2O powder with properties suitable for several uses including as a fine grained conductive paste filler. Structure and properties Ag2O features linear, two-coordinate Ag centers linked by tetrahedral oxides. It is isostructural with Cu2O. It "dissolves" in solvents that degrade it. It is slightly soluble in water due to the formation of the ion and possibly related hydrolysis products. It is soluble in ammonia solution, producing active compound of Tollens' reagent. A sl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
SN2 Reaction
The SN2 reaction is a type of reaction mechanism that is common in organic chemistry. In this mechanism, one bond is broken and one bond is formed in a concerted way, i.e., in one step. The name SN2 refers to the Hughes-Ingold symbol of the mechanism: "SN" indicates that the reaction is a nucleophilic substitution, and "2" that it proceeds via a bi-molecular mechanism, which means both the reacting species are involved in the rate-determining step. The other major type of nucleophilic substitution is the SN1, but many other more specialized mechanisms describe substitution reactions. The SN2 reaction can be considered as an analogue of the associative substitution in the field of inorganic chemistry. Reaction mechanism The reaction most often occurs at an aliphatic sp3 carbon center with an electronegative, stable leaving group attached to it (often denoted X), which is frequently a halide atom. The breaking of the C–X bond and the formation of the new bond (often deno ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Strong Acids
Acid strength is the tendency of an acid, symbolised by the chemical formula HA, to dissociate into a hydron (chemistry), proton, H+, and an anion, A-. The Dissociation (chemistry), dissociation of a strong acid in solution is effectively complete, except in its most concentrated solutions. :HA -> H+ + A- Examples of strong acids are hydrochloric acid (HCl), perchloric acid (HClO4), nitric acid (HNO3) and sulfuric acid (H2SO4). A weak acid is only partially dissociated, with both the undissociated acid and its dissociation products being present, in solution, in Equilibrium chemistry, equilibrium with each other. :HA H+ + A- Acetic acid (CH3COOH) is an example of a weak acid. The strength of a weak acid is quantified by its acid dissociation constant, K_\ce value. The strength of a weak organic chemistry, organic acid may depend on substituent effects. The strength of an inorganic chemistry, inorganic acid is dependent on the oxidation state for the atom to which the prot ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; Inorganic derivatives of ammonia are also called amines, such as monochloramine (). The substituent is called an amino group. Compounds with a nitrogen atom attached to a carbonyl group, thus having the structure , are called amides and have different chemical properties from amines. Classification of amines Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. A ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alcohol (chemistry)
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compou ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Antiperiplanar
In organic chemistry, anti-periplanar, or antiperiplanar, describes the bond angle in a molecule. In this conformer, the dihedral angle of the bond and the bond is greater than +150° or less than −150° (Figures 1 and 2). Anti-periplanar is often used in textbooks to mean strictly anti-coplanar, with an dihedral angle of 180° (Figure 3). In a Newman projection, the molecule will be in a staggered arrangement with the anti-periplanar functional groups pointing up and down, 180° away from each other (see Figure 4). Figure 5 shows 2-chloro-2,3-dimethylbutane in a sawhorse projection with chlorine and a hydrogen anti-periplanar to each other. Syn-periplanar or synperiplanar is similar to anti-periplanar. In the syn-periplanar conformer, the A and D are on the same side of the plane of the bond, with the dihedral angle of and between +30° and −30° (see Figure 2). Molecular orbitals An important factor in the antiperiplanar conformer is the interaction between molec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ammonia
Ammonia is an inorganic compound of nitrogen and hydrogen with the formula . A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. Biologically, it is a common nitrogenous waste, particularly among aquatic organisms, and it contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to 45% of the world's food and fertilizers. Around 70% of ammonia is used to make fertilisers in various forms and composition, such as urea and Diammonium phosphate. Ammonia in pure form is also applied directly into the soil. Ammonia, either directly or indirectly, is also a building block for the synthesis of many pharmaceutical products and is used in many commercial cleaning products. It is mainly collected by downward displacement of both air and water. Although common in nature—both terrestrially and in the outer planets of the Solar System—and in wide use, ammonia is both caust ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phenylacetic Acid
Phenylacetic acid (PAA; conjugate base phenylacetate), also known by various synonyms, is an organic compound containing a phenyl functional group and a carboxylic acid functional group. It is a white solid with a strong honey-like odor. Endogenously, it is a catabolite of phenylalanine. As a commercial chemical, because it can be used in the illicit production of phenylacetone (used in the manufacture of substituted amphetamines), it is subject to controls in countries including the United States and China. Occurrence Phenylacetic acid has been found to be an active auxin (a type of plant hormone), found predominantly in fruits. However, its effect is much weaker than the effect of the basic auxin molecule indole-3-acetic acid. In addition the molecule is naturally produced by the metapleural gland of most ant species and used as an antimicrobial. It is also the oxidation product of phenethylamine in humans following metabolism by monoamine oxidase and subsequent metabolism o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclic Compound
A cyclic compound (or ring compound) is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon (i.e., are carbocycles), none of the atoms are carbon (inorganic cyclic compounds), or where both carbon and non-carbon atoms are present (heterocyclic compounds). Depending on the ring size, the bond order of the individual links between ring atoms, and their arrangements within the rings, carbocyclic and heterocyclic compounds may be aromatic or non-aromatic; in the latter case, they may vary from being fully saturated to having varying numbers of multiple bonds between the ring atoms. Because of the tremendous diversity allowed, in combination, by the valences of common atoms and their ability to form rings, the number of possible cyclic structures, even of small size (e.g., < 17 total atoms) numbers in the many b ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ring Expansion And Ring Contraction
Ring expansion and ring contraction reactions in the course of organic synthesis refer to a set of reactions which can lead to the expansion or contraction of an existing ring. This often makes it possible to access structures that would be difficult if not impossible to synthesise with single cyclization reactions. Ring expansions are valuable because they allow access to larger systems that are difficult to synthesize through a single cyclization due to the slow rate of formation. Ring contractions are useful for making smaller, more strained rings from larger rings. Expansions are classified by the mechanism of expansion and the atom(s) added; contractions are characterized simply by the reactive intermediate which performs the contraction. Description In the course of an organic synthesis, a chemist often needs to form a new or alter an existing ring. Ring expansion and ring contraction reactions are used to expand or contract an existing ring, often making it possible ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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