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Methyltriphenylphosphonium Bromide
Methyltriphenylphosphonium bromide is the organophosphorus compound with the formula C6H5)3PCH3r. It is the bromide salt of a phosphonium cation. It is a white salt that is soluble in polar organic solvents. Synthesis and reactions Methyltriphenylphosphonium bromide is produced by treating triphenylphosphine with methyl bromide: :Ph3P + CH3Br → Ph3PCH3Br Methyltriphenylphosphonium bromide is the principal precursor to methylenetriphenylphosphorane Methylenetriphenylphosphorane is an organophosphorus compound with the formula Ph3PCH2. It is the parent member of the phosphorus ylides, popularly known as Wittig reagents. It is a highly polar, highly basic species. Preparation and use Methylen ..., a useful methylenating reagent. This conversion is achieved by treating methyltriphenylphosphonium bromide with strong base.{{cite journal, doi = 10.1080/00397918508063883, title = The Wittig Reaction Using Potassium-tert-butoxide High Yield Methylenations of Sterically Hindered K ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organophosphorus Compound
Organophosphorus compounds are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbons that persist in the environment. Some organophosphorus compounds are highly effective insecticides, although some are extremely toxic to humans, including sarin and VX nerve agents. Organophosphorus chemistry is the corresponding science of the properties and reactivity of organophosphorus compounds. Phosphorus, like nitrogen, is in group 15 of the periodic table, and thus phosphorus compounds and nitrogen compounds have many similar properties. The definition of organophosphorus compounds is variable, which can lead to confusion. In industrial and environmental chemistry, an organophosphorus compound need contain only an organic substituent, but need not have a direct phosphorus-carbon (P-C) bond. Thus a large proportion of pesticides (e.g., malathion), are often included in this class of compounds. Phosphorus can adopt ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phosphonium
In polyatomic cations with the chemical formula (where R is a hydrogen or an alkyl, aryl, or halide group). These cations have tetrahedral structures. The salts are generally colorless or take the color of the anions. Types of phosphonium cations Protonated phosphines The parent phosphonium is as found in the iodide salt, phosphonium iodide. Salts of the parent are rarely encountered, but this ion is an intermediate in the preparation of the industrially useful tetrakis(hydroxymethyl)phosphonium chloride: :PH3 + HCl + 4 CH2O → Many organophosphonium salts are produced by protonation of primary, secondary, and tertiary phosphines: :PR3 + H+ → The basicity of phosphines follows the usual trends, with R = alkyl being more basic than R = aryl. Tetraorganophosphonium cations The most common phosphonium compounds have four organic substituents attached to phosphorus. The quaternary phosphonium cations include tetraphenylphosphonium, (C6H5)4P+ and tetramethylphosphoni ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triphenylphosphine
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 and often abbreviated to P Ph3 or Ph3P. It is widely used in the synthesis of organic and organometallic compounds. PPh3 exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether. Preparation and structure Triphenylphosphine can be prepared in the laboratory by treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride, chlorobenzene, and sodium: :PCl3 + 3 PhCl + 6 Na → PPh3 + 6 NaCl Triphenylphosphine crystallizes in triclinic and monoclinic modification. In both cases, the molecule adopts a pyramidal structure with propeller-like arrangement of the three phenyl groups. Principal reactions with chalcogens, halogens, and acids Oxidation Triphenylphosphine undergoes slow ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl Bromide
Bromomethane, commonly known as methyl bromide, is an organobromine compound with formula C H3 Br. This colorless, odorless, nonflammable gas is produced both industrially and biologically. It has a tetrahedral shape and it is a recognized ozone-depleting chemical. It was used extensively as a pesticide until being phased out by most countries in the early 2000s. Occurrence and manufacture Bromomethane originates from both natural and human sources. In the ocean, marine organisms are estimated to produce 56,000 tonnes annually. It is also produced in small quantities by certain terrestrial plants, such as members of the family Brassicaceae. It is manufactured for agricultural and industrial use by treating methanol with bromine in the presence of sulfur or hydrogen sulfide: :6 CH3OH + 3 Br2 + S → 6 CH3Br + 2 H2O + H2SO4 Uses In 1999, an estimated 71,500 tonnes of synthetic methyl bromide were used annually worldwide. 97% of this estimate was used for fumigation purposes, w ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methylenetriphenylphosphorane
Methylenetriphenylphosphorane is an organophosphorus compound with the formula Ph3PCH2. It is the parent member of the phosphorus ylides, popularly known as Wittig reagents. It is a highly polar, highly basic species. Preparation and use Methylenetriphenylphosphorane is prepared from methyltriphenylphosphonium bromide by its deprotonation using a strong base like butyllithium: :Ph3PCH3Br + BuLi → Ph3PCH2 + LiBr + BuH The phosphorane is generally not isolated, instead it is used in situ. The estimated pKa of this carbon acid is near 15. Potassium tert-butoxide has been used in place of butyl lithium. Sodium amide has also been used a base. Methylenetriphenylphosphorane is used to replace oxygen centres in aldehydes and ketones with a methylene group, i.e., a methylenation: :R2CO + Ph3PCH2 → R2C=CH2 + Ph3PO The phosphorus-containing product is triphenylphosphine oxide. Structure Crystallographic characterization of the colourless ylide reveals that the phosphorus atom is approx ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quaternary Phosphonium Compounds
The Quaternary ( ) is the current and most recent of the three period (geology), periods of the Cenozoic era (geology), Era in the geologic time scale of the International Commission on Stratigraphy (ICS). It follows the Neogene Period and spans from 2.58 million years ago to the present. The Quaternary Period is divided into two epochs: the Pleistocene (2.58 million years ago to 11.7 thousand years ago) and the Holocene (11.7 thousand years ago to today, although a third epoch, the Anthropocene, has been proposed but is not yet officially recognised by the ICS). The Quaternary Period is typically defined by the cyclic growth and decay of continental ice sheets related to the Milankovitch cycles and the associated climate and environmental changes that they caused. Research history In 1759 Giovanni Arduino (geologist), Giovanni Arduino proposed that the geological strata of northern Italy could be divided into four successive formations or "orders" ( it, quattro ord ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
