Tetramethylphosphonium Bromide
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Tetramethylphosphonium Bromide
Tetramethylphosphonium bromide is an organophosphorus compound with the formula (CH3)4PBr. It is a white, water-soluble solid, the salt of the cation tetramethylphosphonium and the bromide anion. It is prepared by treating trimethylphosphine with 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 ozon .... Reactions Deprotonation gives methylenetrimethylphosphine ylide, which can sustain a second deprotonation: :(CH3)4PBr + BuLi → CH3)3P=CH2 + LiBr + BuH :CH3)3P=CH2 + BuLi → CH3)2P(CH2)2Li + BuH The latter is a precursor to many coordination complexes, e.g., the dicuprous complex Cu2 Me2P(CH2)2sub>2.{{cite journal, author=Schmidbaur, H., title=Phosphorus Ylides in the Coordination Sphere of Transition Metals: An Inventory, journal=Angewandte Chemie Internat ...
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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 ...
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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 ...
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Bromide
A bromide ion is the negatively charged form (Br−) of the element bromine, a member of the halogens group on the periodic table. Most bromides are colorless. Bromides have many practical roles, being found in anticonvulsants, flame-retardant materials, and cell stains. Although uncommon, chronic toxicity from bromide can result in bromism, a syndrome with multiple neurological symptoms. Bromide toxicity can also cause a type of skin eruption, see potassium bromide. The bromide ion has an ionic radius of 196 pm. Natural occurrence Bromide is present in typical seawater (35 PSU) with a concentration of around 65 mg/L, which is about 0.2% of all dissolved salts. Seafood and deep sea plants generally have higher levels than land-derived foods. Bromargyrite—natural, crystalline silver bromide—is the most common bromide mineral known but is still very rare. In addition to silver, bromine is also in minerals combined with mercury and copper. Formation and react ...
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Trimethylphosphine
Trimethylphosphine is a neutral organophosphorus compound with the formula P(CH3)3, commonly abbreviated as PMe3. This colorless liquid has a strongly unpleasant odor, characteristic of alkylphosphines. The compound is a common ligand in coordination chemistry. Structure and bonding It is a pyramidal molecule with approximate ''C''3''v'' symmetry. The C–P–C bond angles are approximately 98.6°. The C–P–C bond angles are consistent with the notion that phosphorus predominantly uses the 3p orbitals for forming bonds and that there is little sp hybridization of the phosphorus atom. The latter is a common feature of the chemistry of phosphorus. As a result, the lone pair of trimethylphosphine has predominantly s-character as is the case for phosphine, PH3. PMe3 can be prepared by the treatment of triphenyl phosphite with methylmagnesium chloride: : 3 CH3MgCl + P(OC6H5)3 → P(CH3)3 + 3 C6H5OMgCl The synthesis is conducted in dibutyl ether, from which the more volatile PMe3 ...
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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 ...
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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 ...
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