Dimethylmagnesium
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Dimethylmagnesium
Dimethylmagnesium is an organomagnesium compound. It is a white pyrophoric solid. Dimethylmagnesium is used in the synthesis of organometallic compounds. Preparation Like other dialkylmagnesium compounds, dimethylmagnesium is prepared by adding dioxane to a solution of methylmagnesium halide: :2 CH3MgX + 2 dioxane (CH3)2Mg + MgX2(μ-dioxane)2↓ In such procedures, the dimethylmagnesium exists as the ether adduct, not the polymer. Addition of 1,4-dioxane causes precipitation of solid MgX2(μ-dioxane)2, a coordination polymer. This precipitation drives the Schlenk equilibrium toward (CH3)2Mg. Related methods have been applied to other dialkylmagnesium compounds. Dimethylmagnesium can also be prepared by combining dimethylmercury and magnesium. Properties The structure of this compound has been determined by X-ray crystallography X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystallin ...
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Organomagnesium Compound
Magnesium anthracenide with three thf ligands. Group 2 organometallic chemistry refers to the chemistry of compounds containing carbon bonded to any group 2 element. By far the most common group 2 organometallic compounds are the magnesium-containing Grignard reagents which are widely used in organic chemistry. Other organmetallic group 2 compounds are rare and are typically limited to academic interests. Characteristics As the group 2 elements (also referred to as the alkaline earth metals) contain two valence electrons, their chemistries have similarities group 12 organometallic compounds. Both readily assume a +2 oxidation states with higher and lower states being rare, and are less electronegative than carbon. However, as the group two elements (with the exception of beryllium) have considerably low electronegativity the resulting C-M bonds are more highly polarized and ionic-like, if not entirely ionic for the heavier barium compounds. The lighter organoberyllium and organom ...
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Dioxane
1,4-Dioxane () is a heterocyclic organic compound, classified as an ether. It is a colorless liquid with a faint sweet odor similar to that of diethyl ether. The compound is often called simply dioxane because the other dioxane isomers ( 1,2- and 1,3-) are rarely encountered. Dioxane is used as a solvent for a variety of practical applications as well as in the laboratory, and also as a stabilizer for the transport of chlorinated hydrocarbons in aluminum containers.Wisconsin Department of Health Services (20131,4-Dioxane Fact Sheet Publication 00514. Accessed 2016-11-12. Synthesis Dioxane is produced by the acid-catalysed dehydration of diethylene glycol, which in turn is obtained from the hydrolysis of ethylene oxide. In 1985, the global production capacity for dioxane was between 11,000 and 14,000 tons. In 1990, the total U.S. production volume of dioxane was between 5,250 and 9,150 tons. Structure The dioxane molecule is centrosymmetric, meaning that it adopts a chai ...
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1,4-dioxane
1,4-Dioxane () is a heterocyclic organic compound, classified as an ether. It is a colorless liquid with a faint sweet odor similar to that of diethyl ether. The compound is often called simply dioxane because the other dioxane isomers ( 1,2- and 1,3-) are rarely encountered. Dioxane is used as a solvent for a variety of practical applications as well as in the laboratory, and also as a stabilizer for the transport of chlorinated hydrocarbons in aluminum containers.Wisconsin Department of Health Services (20131,4-Dioxane Fact Sheet Publication 00514. Accessed 2016-11-12. Synthesis Dioxane is produced by the acid-catalysed dehydration of diethylene glycol, which in turn is obtained from the hydrolysis of ethylene oxide. In 1985, the global production capacity for dioxane was between 11,000 and 14,000 tons. In 1990, the total U.S. production volume of dioxane was between 5,250 and 9,150 tons. Structure The dioxane molecule is centrosymmetric, meaning that it adopts a chai ...
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Dibutylmagnesium
Dibutylmagnesium is an organometallic chemical compound of magnesium. Its chemical formula is . Dibutylmagnesium is a chemical compound from the group of organomagnesium compounds. The pure substance is a waxy solid. Commercially, it is marketed as solution in heptane.Encyclopedia of Reagents for Organic Synthesis ''Dibutylmagnesium'' doi:10.1002/047084289X.rd063 Synthesis Dibutylmagnesium can be obtained by reaction of butyllithium with magnesium butylchloride and subsequent addition of magnesium 2-ethylhexanoate. The compound can also be prepared by hydrogenation of magnesium, followed by reaction with 1-butene. It is also possible to prepare dibutylmagnesium using 2-chlorobutane, magnesium powder, and n-butyllithium.Google PatentsCN101362772A – Method for preparing dibutylmagnesium retrieved 28 October 2018. Use Dibutylmagnesium is used as a convenient reagent for the preparation of organomagnesium compounds.Alan W. Duff, Peter B. Hitchcock u. a.: ''"Dibutylmagnesium", ...
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Pyrophoric
A substance is pyrophoric (from grc-gre, πυροφόρος, , 'fire-bearing') if it ignites spontaneously in air at or below (for gases) or within 5 minutes after coming into contact with air (for liquids and solids). Examples are organolithium compounds and triethylborane. Pyrophoric materials are often water-reactive as well and will ignite when they contact water or humid air. They can be handled safely in atmospheres of argon or (with a few exceptions) nitrogen. Fire Classes#Metal, Class D fire extinguisher#Class D dry powder and other agents for metal fires, fire extinguishers are designated for use in fires involving pyrophoric materials. A related concept is hypergolic propellant, hypergolicity, in which two compounds spontaneously ignite when mixed. Uses The creation of spark (fire), sparks from metals is based on the pyrophoricity of small metal particles, and pyrophoric alloys are made for this purpose. The sparking mechanisms in lighters and various toys, using fe ...
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Methylmagnesium Chloride
Methylmagnesium chloride is an organometallic compound with the general formula CH3MgCl. This highly flammable, colorless, and moisture sensitive material is the simplest Grignard reagent and is commercially available, usually as a solution in tetrahydrofuran. Synthesis and reactions Relative to the more commonly encountered methylmagnesium bromide and methylmagnesium iodide, methylmagnesium chloride offers the advantages of low equivalent weight and low cost. It is prepared by the reaction of methyl chloride and magnesium in ethyl ether. left, Structure of CH3MgCl(thf)2, which is representative of the species in donor solvents. As with most Grignard reagents, methylmagnesium chloride is highly solvated by ether solvents via coordination from two oxygen atoms to give a tetrahedrally bonded magnesium center. Like methyllithium, it is the synthetic equivalent to the methyl carbanion synthon. It reacts with water and other protic reagents to give methane, e.g.,: :CH3MgCl + ...
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Coordination Polymer
A coordination polymer is an inorganic or organometallic polymer structure containing metal cation centers linked by ligands. More formally a coordination polymer is a coordination compound with repeating coordination entities extending in 1, 2, or 3 dimensions. It can also be described as a polymer whose repeat units are coordination complexes. Coordination polymers contain the subclass coordination networks that are coordination compounds extending, through repeating coordination entities, in 1 dimension, but with cross-links between two or more individual chains, loops, or spiro-links, or a coordination compound extending through repeating coordination entities in 2 or 3 dimensions. A subclass of these are the metal-organic frameworks, or MOFs, that are coordination networks with organic ligands containing potential voids. Coordination polymers are relevant to many fields, having many potential applications. Coordination polymers can be classified in a number of ways accor ...
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Schlenk Equilibrium
Schlenk can refer to: People * Wilhelm Schlenk (1879-1943), German chemist In chemistry * Schlenk flask * Schlenk line. or Schlenk apparatus * Schlenk equilibrium Other * Mepco Schlenk Engineering College MEPCO may refer to: * Mepco Schlenk Engineering College * Metal Powder Company * Multan Electric Power Company Multan Electric Power Company (MEPCO) ( ur, ), formerly known as Multan Power Supply Company, is an electric distribution company ...
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Dimethylmercury
Dimethylmercury (( C H3)2 Hg) is an extremely toxic organomercury compound. A highly volatile, reactive, flammable, and colorless liquid, dimethylmercury is one of the strongest known neurotoxins, with a quantity of less than 0.1 mL capable of inducing severe mercury poisoning resulting in death, and is easily absorbed through the skin. Dimethylmercury is capable of permeating many materials, including plastic and rubber compounds. It has a slightly sweet odor. Synthesis, structure, and reactions The compound was one of the earliest organometallics reported, reflecting its considerable stability. The compound was first prepared by George Buckton in 1857 by a reaction of methylmercury iodide with potassium cyanide: : 2 CH3HgI + 2 KCN → Hg(CH3)2 + 2 KI + (CN)2 + Hg Later, Frankland discovered that it could be synthesized by treating sodium amalgam with methyl halides: : Hg + 2 Na + 2 CH3I → Hg(CH3)2 + 2 NaI It can also be obtained by alkylation of mercuric chloride with meth ...
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X-ray Crystallography
X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angles and intensities of these diffracted beams, a crystallographer can produce a three-dimensional picture of the density of electrons within the crystal. From this electron density, the mean positions of the atoms in the crystal can be determined, as well as their chemical bonds, their crystallographic disorder, and various other information. Since many materials can form crystals—such as salts, metals, minerals, semiconductors, as well as various inorganic, organic, and biological molecules—X-ray crystallography has been fundamental in the development of many scientific fields. In its first decades of use, this method determined the size of atoms, the lengths and types of chemical bonds, and the atomic-scale differences among various mat ...
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Silicon Disulfide
Silicon disulfide is the inorganic compound with the formula Silicon, SiSulfur, S2. Like silicon dioxide, this material is polymeric, but it adopts a 1-dimensional structure quite different from the usual polymorphism (materials science), forms of SiO2. Synthesis, structure, and properties The material is formed by heating silicon and sulfur or by the exchange reaction between Silicon dioxide, SiO2 and Aluminium sulfide, Al2S3. The material consists of chains of edge-shared tetrahedra, Si(μ-S)2Si(μS)2, etc. Like other silicon sulfur-compounds (e.g., bis(trimethylsilyl)sulfide) SiS2 hydrolyzes readily to release H2S. In liquid ammonia it is reported to form the imide Si(NH)2 and NH4SH, but a recent report has identified crystalline (NH4)2[SiS3(NH3)]·2NH3 as a product which contains the tetrahedral thiosilicate anion, SiS3(NH3). Reaction with ethanol gives the alkoxide tetraethyl orthosilicate and H2S. With bulky tert-butanol, alcoholysis gives tris(tert-butoxy)silanethiol: :3 ...
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