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Stable phosphorus radicals information


Spin Density map on phosphinyl radical found by NBO analysis.

Stable and persistent phosphorus radicals are phosphorus-centred radicals that are isolable and can exist for at least short periods of time.[1] Radicals consisting of main group elements are often very reactive and undergo uncontrollable reactions, notably dimerization and polymerization.[2] The common strategies for stabilising these phosphorus radicals usually include the delocalisation of the unpaired electron over a pi system or nearby electronegative atoms, and kinetic stabilisation with bulky ligands. Stable and persistent phosphorus radicals can be classified into three categories: neutral, cationic, and anionic radicals. Each of these classes involve various sub-classes, with neutral phosphorus radicals being the most extensively studied. Phosphorus exists as one isotope 31P (I = 1/2) with large hyperfine couplings relative to other spin active nuclei, making phosphorus radicals particularly attractive for spin-labelling experiments.[1]

  1. ^ a b Armstrong, A.; Chivers, T.; Boere, R. T. (2006-10-03). "The Diversity of Stable and Persistent Phosphorus-Containing Radicals". ChemInform. 37 (40). doi:10.1002/chin.200640250. ISSN 0931-7597.
  2. ^ Das, Bindusagar; Makol, Abhishek; Kundu, Subrata (2022). "Phosphorus radicals and radical ions". Dalton Transactions. 51 (33): 12404–12426. doi:10.1039/D2DT01499H. ISSN 1477-9226. PMID 35920252. S2CID 250659955.

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Stable phosphorus radicals

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Stable and persistent phosphorus radicals are phosphorus-centred radicals that are isolable and can exist for at least short periods of time. Radicals...

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Isotopes of phosphorus

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Although phosphorus (15P) has 22 isotopes from 26P to 47P, only 31P is stable; as such, phosphorus is considered a monoisotopic element. The longest-lived...

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Amino radical

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short-lived, like most radicals; however, they form an important part of nitrogen chemistry. In sufficiently high concentration, amino radicals dimerise to form...

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Functional group

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"Revised Nomenclature for Radicals, Ions, Radical Ions and Related Species (IUPAC Recommendations 1993: RC-81.3. Multiple radical centers)". Archived from...

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Phosphorus mononitride

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Phosphorus mononitride is an inorganic compound with the chemical formula PN. Containing only phosphorus and nitrogen, this material is classified as a...

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Hypothetical types of biochemistry

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in place of phosphorus in the structure of their DNA. A common objection to this scenario is that arsenate esters are so much less stable to hydrolysis...

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Pnictogen

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evident in phosphorus, arsenic, and antimony. When these substances react with various chemicals of the body, they create strong free radicals that are...

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Superoxide

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negative charge of −1. Both dioxygen and the superoxide anion are free radicals that exhibit paramagnetism. Superoxide was historically also known as "hyperoxide"...

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Maleic acid

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hydrogenation (ethanol / palladium on carbon). It reacts with thionyl chloride or phosphorus pentachloride to give the maleic acid chloride (it is not possible to...

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Phosphaalkene

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synthesis of the phosphorus pendant of Poly(p-phenylene vinylene): . The reduction or oxidation of phosphaalynes can produce radical phosphorus ions. Bildung...

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Phosphorus porphyrin

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Phosphorus-centered (or P-centered) porphyrins are conjugated polycyclic ring systems consisting of either four pyrroles with inward-facing nitrogens and...

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Octet rule

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three-electron bonds and hypervalent molecules sections below). Some stable molecular radicals (e.g. nitric oxide, NO) obtain octet configurations by means of...

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Nitrogen

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energy on collision with even such stable molecules as carbon dioxide and water to cause homolytic fission into radicals such as CO and O or OH and H. Atomic...

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Methyl group

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This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules. While the methyl group is usually part of a larger...

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Chalcogen

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least one phosphorus-sulfur bond, 6000 compounds with at least one phosphorus-selenium bond, and 350 compounds with at least one phosphorus-tellurium...

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Organophosphine

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notion that phosphorus predominantly uses the 3p orbitals for forming bonds and that there is little sp hybridization of the phosphorus atom. The latter...

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Oxygen fluoride

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Oxygen- and fluorine-containing radicals like O2F and OF occur in the atmosphere. These along with other halogen radicals have been implicated in the destruction...

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Radioactivity in the life sciences

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controls. The half-life of phosphorus-32 is 14.2 days, and its maximum specific activity is 9,131 kCi/mol (337.8 PBq/mol). Phosphorus-33 is used to label nucleotides...

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Hypervalent molecule

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apparently bearing more than eight electrons in their valence shells. Phosphorus pentachloride (PCl5), sulfur hexafluoride (SF6), chlorine trifluoride...

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Polymer stabilizer

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radical scavengers and remove peroxy radicals (ROO•), as well as to a lesser extent alkoxy radicals (RO•), hydroxyl radicals (HO•) and alkyl radicals...

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Phosphasilene

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silylidenephosphanes are a class of compounds with silicon-phosphorus double bonds. Since the electronegativity of phosphorus (2.1) is higher than that of silicon (1.9)...

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Argon

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complete octet (eight electrons) in the outer atomic shell makes argon stable and resistant to bonding with other elements. Its triple point temperature...

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Tin

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slightly more stable +4. Tin is the 49th-most abundant element on Earth and has, with 10 stable isotopes, the largest number of stable isotopes in the...

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Deuterium

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(hydrogen-2, symbol 2H or D, also known as heavy hydrogen) is one of two stable isotopes of hydrogen (the other is protium, or hydrogen-1). The deuterium...

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Bromine

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in the radical chain reaction of the oxidation reaction of the fire. The mechanism is that the highly reactive hydrogen radicals, oxygen radicals, and hydroxyl...

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Halogenation

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compounds are highly stable. Halogenation of saturated hydrocarbons is a substitution reaction. The reaction typically involves free radical pathways. The regiochemistry...

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Abundance of the chemical elements

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most of these two elements in the air, are variable components. Sulfur, phosphorus, and all other elements are present in significantly lower proportions...

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