Fritsch–Buttenberg–Wiechell Rearrangement
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Fritsch–Buttenberg–Wiechell Rearrangement
The Fritsch–Buttenberg–Wiechell rearrangement, named for Paul Ernst Moritz Fritsch (1859–1913), Wilhelm Paul Buttenberg, and Heinrich G. Wiechell, is a chemical reaction A chemical reaction is a process that leads to the chemistry, chemical transformation of one set of chemical substances to another. When chemical reactions occur, the atoms are rearranged and the reaction is accompanied by an Gibbs free energy, ... whereby a 1,1-diaryl-2-bromo-alkene rearrangement reaction, rearranges to a 1,2-diaryl-alkyne by reaction with a strong base such as an alkoxide. This rearrangement is also possible with alkyl substituents. Reaction mechanism The strong base deprotonates the vinylic hydrogen, which after alpha elimination forms a Vinyl group, vinyl carbene. A 1,2-aryl migration forms the 1,2-diaryl-alkyne product. The mechanism of the FBW rearrangement was a subject of on-surface studies where the vinyl radical was visualised with sub-atomic resolution. Scope One study ex ...
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Chemical Reaction
A chemical reaction is a process that leads to the chemistry, chemical transformation of one set of chemical substances to another. When chemical reactions occur, the atoms are rearranged and the reaction is accompanied by an Gibbs free energy, energy change as new products are generated. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the Atomic nucleus, nuclei (no change to the elements present), and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive Chemical element, elements where both electronic and nuclear changes can occur. The substance (or substances) initially involved in a chemical reaction are called reagent, reactants or reagents. Chemical reactions are usually characterized by a chemical change, and they yield one or more Product (c ...
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Nature Chemistry
''Nature Chemistry'' is a monthly peer-reviewed scientific journal published by Nature Portfolio. It was established in April 2009. The editor-in-chief is Stuart Cantrill. The journal covers all aspects of chemistry. Publishing formats include primary research articles, reviews, news, views, highlights of notable research from other journals, commentaries, book reviews, correspondence. Other formats are analysis of issues such as education, funding, policy, intellectual property, and the impact chemistry has on society. Abstracting and indexing The journal is abstracted and indexed in: * Chemical Abstracts Service * Science Citation Index * Current Contents/Physical, Chemical & Earth Sciences * BIOSIS Previews According to the ''Journal Citation Reports'', the journal has a 2024 impact factor The impact factor (IF) or journal impact factor (JIF) of an academic journal is a type of journal ranking. Journals with higher impact factor values are considered more prestigious or impo ...
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Corey–Fuchs Reaction
The Corey–Fuchs reaction, also known as the Ramirez–Corey–Fuchs reaction, is a series of chemical reactions designed to transform an aldehyde into an alkyne. The formation of the 1,1-dibromoolefins via phosphine-dibromomethylenes was originally discovered by Desai, McKelvie and Ramirez. The phosphine can be partially substituted by zinc dust, which can improve yields and simplify product separation. The second step of the reaction to convert dibromoolefins to alkynes is known as Fritsch–Buttenberg–Wiechell rearrangement. The overall combined transformation of an aldehyde to an alkyne by this method is named after its developers, American chemists Elias James Corey and Philip L. Fuchs. By suitable choice of base, it is often possible to stop the reaction at the 1-bromoalkyne, a useful functional group for further transformation. Reaction mechanism The Corey–Fuchs reaction is based on a special case of the Wittig reaction, where two equivalents of triphenylphosphine ...
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Bidens Pilosa
''Bidens pilosa'' is an annual species of herbaceous flowering plant in the daisy family Asteraceae. Its many common names include hitch hikers, black-jack, beggarticks, farmer's friends and Spanish needle, but most commonly referred to as cobblers pegs. It is native to the Americas but is widely distributed as an introduced species in other regions including Eurasia, Africa, Australia, South America and the Pacific Islands,''Bidens pilosa''.
Pacific Island Ecosystems at Risk (PIER). USFS.
and is classified as an in some regions of the world.


Description

''Bidens pilosa'' is a branched annual

Biomolecule
A biomolecule or biological molecule is loosely defined as a molecule produced by a living organism and essential to one or more typically biological processes. Biomolecules include large macromolecules such as proteins, carbohydrates, lipids, and nucleic acids, as well as small molecules such as vitamins and hormones. A general name for this class of material is ''biological materials''. Biomolecules are an important element of living organisms. They are often endogeny (biology), endogenous, i.e. produced within the organism, but organisms usually also need exogeny, exogenous biomolecules, for example certain nutrients, to survive. Biomolecules and their organic reaction, reactions are studied in biology and its subfields of biochemistry and molecular biology. Most biomolecules are organic compounds, and just four chemical element, elements—oxygen, carbon, hydrogen, and nitrogen—make up 96% of the human body's mass. But many other elements, such as the various biometal (b ...
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Methyl Iodide
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted in small amounts by rice plantations. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl groups. Preparation and handling Iodomethane is formed via the exothermic reaction that occurs when iodine is added to a mixture of methanol with red phosphorus. The iodinating reagent is phosphorus triiodide that is formed ''in situ:'' :3 CH3OH + PI3 → 3 CH3I + H2PO3H Alternatively, it is prepared from the reaction of dimethyl sulfate with potassium iodide in the presence of ...
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Electrophile
In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. Because electrophiles accept electrons, they are Lewis acids. Most electrophiles are positively Electric charge, charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons. Electrophiles mainly interact with nucleophiles through Addition reaction, addition and Substitution reaction, substitution reactions. Frequently seen electrophiles in Organic synthesis, organic syntheses include cations such as Hydrogen ion, H+ and nitrosonium, NO+, polarized neutral molecules such as hydrogen chloride, HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as chlorine, Cl2 and bromine, Br2, oxidizing agents such as organic peracids, chemical species that do not satisfy the octet rule such as carbenes and Radical (chemistry), radicals, and some Lewis acids such as Borane, BH3 and Di ...
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Metal Acetylide
In chemistry, an acetylide is a compound that can be viewed as the result of replacing one or both hydrogen atoms of acetylene (ethyne) by metallic or other cations. Calcium carbide is an important industrial compound, which has long been used to produce acetylene for welding and illumination. It is also a major precursor to vinyl chloride. Other acetylides are reagents in organic synthesis. Nomenclature The term acetylide is used loosely. It apply to an acetylene , where R = H or a side chain that is usually organic. The nomenclature can be ambiguous with regards to the distinction between compounds of the type and . When both hydrogens of acetylene are replaced by metals, the compound can also be called carbide, e.g. calcium carbide , which is calcium acetylide. When only one hydrogen atom is replaced, the anion may be called hydrogen acetylide or the prefix ''mono''- may be attached to the metal, as in monosodium acetylide or sodium hydrogen acetylide, . An acetylide may be ...
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Polyyne
A polyyne is any organic compound with alternating Single bond, single and triple bonds; that is, a series of consecutive alkynes, with ''n'' greater than 1. These compounds are also called polyacetylenes, especially in the natural products and chemical ecology literature, even though this nomenclature more properly refers to acetylene polymers composed of alternating single and double bonds with ''n'' greater than 1. They are also sometimes referred to as oligoynes, or carbinoids after "linear acetylenic carbon, carbyne" , the hypothetical allotrope of carbon that would be the ultimate member of the series. In ''Avancés récentes en chimie des acétylènes – Recent advances in acetylene chemistry'' The synthesis of this substance has been claimed several times since the 1960s, but those reports have been disputed. Indeed, the substances identified as short chains of "carbyne" in many early organic synthesis attempts would be called polyynes today. The simplest polyyne is ...
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Carbene
In organic chemistry, a carbene is a molecule containing a neutral carbon atom with a Valence (chemistry), 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 radical, methylene, the parent hydride from which all other carbene compounds are formally derived. There are two types of carbenes: singlet state, singlets or triplet state, triplets, depending upon their electronic structure. The different classes undergo different reactions. Most carbenes are extremely reactive and short-lived. A small number (the diHalogen, halocarbenes, carbon monoxide, and carbon monosulfide) can be isolated, and can stabilize as Coordination complex, metal ligands, but otherwise cannot be stored in bulk. A rare exception are the persistent carbenes, which have extensive application in modern organometallic chemistry. Generatio ...
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