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Selenonic Acid
A selenonic acid is an organoselenium compound containing the functional group. The formula of selenonic acids is , where R is organyl group. Selenonic acids are the selenium structural analog, analogs of sulfonic acids. Examples of the acid are rare. Benzeneselenonic acid (where Ph stands for phenyl) is a white solid. It can be prepared by the oxidation of benzeneselenol. See also * Selenenic acid * Seleninic acid References

{{orgchem-stub Functional groups Organoselenium compounds ...
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Organoselenium Compound
Organoselenium chemistry is the science exploring the properties and reactivity of organoselenium compounds, chemical compounds containing carbon-to-selenium chemical bonds. Selenium belongs with oxygen and sulfur to the group 16 elements or chalcogens, and similarities in chemistry are to be expected. Organoselenium compounds are found at trace levels in ambient waters, soils and sediments. Selenium can exist with oxidation state −2, +2, +4, +6. Se(II) is the dominant form in organoselenium chemistry. Down the group 16 column, the bond strength becomes increasingly weaker (234 kilojoule, kJ/mole (unit), mol for the bond and 272 kJ/mol for the bond) and the bond lengths longer ( 198 pm, 181 pm and 141 pm). Selenium compounds are more nucleophilic than the corresponding sulfur compounds and also more acidic. The pKa, p''K''a values of are 16 for oxygen, 7 for sulfur and 3.8 for selenium. In contrast to sulfoxides, the corresponding selenoxides are unstable in the presence of � ...
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Functional Group
In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The Reactivity (chemistry), reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive Chemical property, chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their Chemical polarity, nonp ...
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Organyl Group
In organic and organometallic chemistry, an organyl group (commonly denoted by the letter " R") is an organic substituent with one (sometimes more) free valence electron(s) at a carbon atom.. The term is often used in chemical patent literature to protect claims over a broad scope. Examples * Acetonyl group * Acyl group (e.g. acetyl group, benzoyl group) * Alkyl group (e.g., methyl group, ethyl group In organic chemistry, an ethyl group (abbr. Et) is an alkyl substituent with the formula , derived from ethane (). ''Ethyl'' is used in the International Union of Pure and Applied Chemistry The International Union of Pure and Applied ...) * Alkenyl group (e.g., vinyl group, allyl group) * Alkynyl group ( propargyl group) * Benzyloxycarbonyl group (Cbz) * '' tert'' -butoxycarbonyl group (Boc) * Carboxyl group References Functional groups {{organic-chem-stub ...
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Selenium
Selenium is a chemical element; it has symbol (chemistry), symbol Se and atomic number 34. It has various physical appearances, including a brick-red powder, a vitreous black solid, and a grey metallic-looking form. It seldom occurs in this elemental state or as pure ore compounds in Earth's crust. Selenium ( ) was discovered in 1817 by , who noted the similarity of the new element to the previously discovered tellurium (named for the Earth). Selenium is found in :Sulfide minerals, metal sulfide ores, where it substitutes for sulfur. Commercially, selenium is produced as a byproduct in the refining of these ores. Minerals that are pure selenide or selenate compounds are rare. The chief commercial uses for selenium today are glassmaking and pigments. Selenium is a semiconductor and is used in photocells. Applications in electronics, once important, have been mostly replaced with silicon semiconductor devices. Selenium is still used in a few types of Direct current, DC power surge ...
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Structural Analog
A structural analog, also known as a chemical analog or simply an analog, is a chemical compound, compound having a chemical structure, structure similar to that of another compound, but differing from it in respect to a certain component. It can differ in one or more atoms, functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are often isoelectronicity, isoelectronic. Despite a high chemical similarity, structural analogs are not necessarily functional analog (chemistry), functional analogs and can have very different physical, chemical, biochemical, or pharmacological properties. In drug discovery, either a large series of structural analogs of an initial lead compound are created and tested as part of a structure–activity relationship study or a database is virtual screening, screened for structural analogs of a ...
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Sulfonic Acid
In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula , where R is an organic alkyl or aryl group and the group a sulfonyl hydroxide. As a substituent, it is known as a sulfo group. A sulfonic acid can be thought of as sulfuric acid with one hydroxyl group replaced by an organic substituent. The parent compound (with the organic substituent replaced by hydrogen) is the parent sulfonic acid, , a tautomer of sulfurous acid, . Salt (chemistry), Salts or esters of sulfonic acids are called sulfonates. Preparation Aryl sulfonic acids are produced by the process of sulfonation. Usually the sulfonating agent is sulfur trioxide. A large scale application of this method is the production of alkylbenzenesulfonic acids: : In this reaction, sulfur trioxide is an electrophile and the arene is the nucleophile. The reaction is an example of electrophilic aromatic substitution. In a related process, carboxyli ...
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Phenyl
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula , and is often represented by the symbol Ph (archaically φ) or Ø. The phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen atom, which may be replaced by some other element or compound to serve as a functional group. A phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, the phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with and is represented by the symbol Ph (archaically, Φ), or Ø. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. Fo ...
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Benzeneselenol
Benzeneselenol, also known as selenophenol, is the organoselenium compound with the chemical formula , often abbreviated PhSeH. It is the selenium analog of phenol. This colourless, malodorous compound is a reagent in organic synthesis. Synthesis Benzeneselenol is prepared by the reaction of phenylmagnesium bromide and selenium: :PhMgBr + Se → PhSeMgBr :PhSeMgBr + HCl → PhSeH + MgBrCl Since benzeneselenol does not have a long shelf life, it is often generated in situ. A common method is by reduction of diphenyldiselenide. A further reason for this conversion is that often, it is the anion that is sought. Reactions More so than thiophenol, benzeneselenol is easily oxidized by air. The facility of this reaction reflects the weakness of the Se-H bond, bond dissociation energy of which is estimated to be between 67 and 74 kcal/mol. In contrast, the S-H BDE for thiophenol is near 80 kcal/mol. The product is diphenyl diselenide as shown in this idealized equation: : The presen ...
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Selenenic Acid
A selenenic acid is an organoselenium compound and an oxoacid with the general formula RSeOH, where R ≠ H. It is the first member of the family of organoselenium oxoacids, which also include seleninic acids and selenonic acids, which are RSeO2H and RSeO3H, respectively. Selenenic acids derived from selenoenzymes are thought to be responsible for the antioxidant activity of these enzymes. This functional group is called ''SeO''-selenoperoxol in recent nomenclature. Properties In contrast to selenonic and seleninic acids, selenenic acids are unstable with respect to a self-condensation reaction to form the corresponding selenoseleninates or disproportionation into corresponding seleninic acids and diselenides: :4 RSeOH → 2 RSe(O)SeR + 2 H2O :4 RSeOH → 2 RSeO2H + RSeSeR Even the very bulky 2,4,6-tri-''tert''-butylbenzeneselenenic acid disproportionates readily. A stable selenenic acid was synthesized by burying the SeOH functional group within the cavity of a Calixarene, ...
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Seleninic Acid
A seleninic acid is an organoselenium compound and an oxoacid with the general formula , where R ≠ H. Its structure is . It is a member of the family of organoselenium oxoacids, which also includes selenenic acids and selenonic acids, which are and , respectively. The parent member of this family of compounds is methaneseleninic acid (), also known as methylseleninic acid or "MSA". Reactions and applications in synthesis Seleninic acids (particularly areneseleninic acids) are useful catalysts for hydrogen peroxide epoxidations, Baeyer–Villiger oxidations, oxidations of thioether In organic chemistry, a sulfide (British English sulphide) or thioether is an organosulfur functional group with the connectivity as shown on right. Like many other sulfur-containing compounds, Volatile organic compound, volatile sulfides have ...s, etc.; peroxyseleninic acids () are thought to be the active oxidants. Structure, properties Methaneseleninic acid has been characterized by X-ray ...
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Functional Groups
In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The Reactivity (chemistry), reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive Chemical property, chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds. For repeating units of polymers, functional groups attach to their Chemical polarity, nonp ...
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