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Diethylaluminium Cyanide
Diethylaluminum cyanide ("Nagata's reagent") is the organoaluminum compound with formula ((C2H5)2AlCN)n. This colorless compound is usually handled as a solution in toluene. It is a reagent for the hydrocyanation of α,β-unsaturated ketones. Synthesis Diethylaluminum cyanide was originally generated by treatment of triethylaluminum with a slight excess of hydrogen cyanide. The product is typically stored in ampoules because it is highly toxic. It dissolves in toluene, benzene, hexane and isopropyl ether. It undergoes hydrolysis readily and is not compatible with protic solvents. :Et3Al + HCN → 1/n (Et2AlCN)n + EtH Structure Diethylaluminum cyanide has not been examined by X-ray crystallography, although other diorganoaluminum cyanides have been. Diorganylaluminum cyanides have the general formula (R2AlCN)''n'', and they exist as cyclic trimers (''n'' = 3) or tetramers (''n'' = 4). In these oligomers, one finds AlCN---Al linkages. One compound similar to diethyl ...
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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's nomenclature of organic chemistry for a saturated two-carbon moiety in a molecule, while the prefix "''eth-''" is used to indicate the presence of two carbon atoms in the molecule. Ethylation Ethylation is the formation of a compound by introduction of the ethyl group. The most widely practiced example of this reaction is the ethylation of benzene with ethylene to yield ethylbenzene, a precursor to styrene, which is a precursor to polystyrene. Approximately 24.7 million tons of ethylbenzene were produced in 1999. :: Many ethyl-containing compounds are generated by electrophilic ethylation, i.e. treatment of nucleophiles with sources of Et+. Triethyloxonium tetrafluoroborate t3OF4 is such a reagent. For good nucleophiles, less electrophilic reagents are employed, such as ethyl h ...
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Isopropyl Ether
Diisopropyl ether is secondary ether that is used as a solvent. It is a colorless liquid that is slightly soluble in water, but miscible with organic solvents. It is used as an extractant and an oxygenate gasoline additive. It is obtained industrially as a byproduct in the production of isopropanol by hydration of propylene. Diisopropyl ether is sometimes represented by the abbreviation DIPE. Uses Whereas at 20 °C, diethyl ether will dissolve 1% by weight water, diisopropyl ether only dissolves 0.88%. Diisopropyl ether is used as a specialized solvent to remove or extract polar organic compounds from aqueous solutions, e.g. phenols, ethanol, acetic acid. It has also been used as an antiknock agent. In the laboratory, diisopropyl ether is useful for recrystallizations because it has a wide liquid range. Diisopropyl ether is used for converting bromoboranes, which are thermally labile, into isopropoxy derivatives. Safety Diisopropyl ether forms explosive peroxides upon standin ...
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Basicity
In chemistry, there are three definitions in common use of the word base, known as Arrhenius bases, Brønsted bases, and Lewis bases. All definitions agree that bases are substances that react with acids, as originally proposed by G.-F. Rouelle in the mid-18th century. In 1884, Svante Arrhenius proposed that a base is a substance which dissociates in aqueous solution to form Hydroxide ions OH−. These ions can react with hydrogen ions (H+ according to Arrhenius) from the dissociation of acids to form water in an acid–base reaction. A base was therefore a metal hydroxide such as NaOH or Ca(OH)2. Such aqueous hydroxide solutions were also described by certain characteristic properties. They are slippery to the touch, can taste bitter and change the color of pH indicators (e.g., turn red litmus paper blue). In water, by altering the autoionization equilibrium, bases yield solutions in which the hydrogen ion activity is lower than it is in pure water, i.e., the water has ...
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Zeitschrift Für Anorganische Und Allgemeine Chemie
The ''Zeitschrift für anorganische und allgemeine Chemie'' (''Journal of Inorganic and General Chemistry'') is a semimonthly peer-reviewed scientific journal covering inorganic chemistry, published by Wiley-VCH. The editors-in-chief are Thomas F. Fässler, Christian Limberg, Guodong Qian, and David Scheschkewitz. Originally the journal was published in German, but nowadays it is completely in English. Abstracting and indexing The journal is abstracted and indexed in the following databases: According to the ''Journal Citation Reports'', the journal has a 2021 impact factor The impact factor (IF) or journal impact factor (JIF) of an academic journal is a scientometric index calculated by Clarivate that reflects the yearly mean number of citations of articles published in the last two years in a given journal, as i ... of 1.414, ranking it 40th out of 46 journals in the category "Chemistry, Inorganic & Nuclear". References External links * Chemistry journals Wiley-VCH aca ...
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Trimer (chemistry)
In chemistry, a trimer (; ) is a molecule or polyatomic anion formed by combination or association of three molecules or ions of the same substance. In technical jargon, a trimer is a kind of oligomer derived from three identical precursors often in competition with polymerization. Examples Alkyne trimerisation In 1866, Marcellin Berthelot reported the first example of cyclotrimerization, the conversion of acetylene to benzene. This process was commercialized: : Nitrile trimerization Symmetrical 1,3,5-triazines are prepared by trimerization of certain nitriles such as cyanogen chloride or cyanimide. Cyanogen chloride and cyanogen bromide each trimerize at elevated temperatures over a carbon catalyst. The chloride gives cyanuric chloride: : The bromide has an extended shelflife when refrigerated. Like the chloride, it undergoes ab exothermic trimerisation to form cyanuric bromide. This reaction is catalyzed by traces of bromine, metal salts, acids and bases. For this reason ...
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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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Protic Solvents
In chemistry, a protic solvent is a solvent that has a hydrogen atom bound to an oxygen (as in a hydroxyl group ), a nitrogen (as in an amine group or ), or fluoride (as in hydrogen fluoride). In general terms, any solvent that contains a labile is called a protic solvent. The molecules of such solvents readily donate protons () to solutes, often via hydrogen bonding. Water is the most common protic solvent. Conversely, polar aprotic solvents cannot donate protons but still have the ability to dissolve many salts. Methods for purification of common solvents are available See also * Autoprotolysis In chemistry, autoprotolysis is a chemical reaction in which a proton is transferred between two identical molecules, one of which acts as a Brønsted acid, releasing a proton which is accepted by the other molecule acting as a Brønsted base. ... References {{Chemical solutions Solvents ...
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Hydrolysis
Hydrolysis (; ) is any chemical reaction in which a molecule of water breaks one or more chemical bonds. The term is used broadly for substitution reaction, substitution, elimination reaction, elimination, and solvation reactions in which water is the nucleophile. Biological hydrolysis is the cleavage of biomolecules where a water molecule is consumed to effect the separation of a larger molecule into component parts. When a carbohydrate is broken into its component sugar molecules by hydrolysis (e.g., sucrose being broken down into glucose and fructose), this is recognized as saccharification. Hydrolysis reactions can be the reverse of a condensation reaction in which two molecules join into a larger one and eject a water molecule. Thus hydrolysis adds water to break down, whereas condensation builds up by removing water. Types Usually hydrolysis is a chemical process in which a molecule of water is added to a substance. Sometimes this addition causes both the substance and w ...
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Hexane
Hexane () is an organic compound, a straight-chain alkane with six carbon atoms and has the molecular formula C6H14. It is a colorless liquid, odorless when pure, and with boiling points approximately . It is widely used as a cheap, relatively safe, largely unreactive, and easily evaporated non-polar solvent, and modern gasoline blends contain about 3% hexane. The term ''hexanes'' refers to a mixture, composed largely (>60%) of hexane, with varying amounts of the isomeric compounds 2-methylpentane and 3-methylpentane, and, possibly, smaller amounts of nonisomeric C5, C6, and C7 (cyclo)alkanes. These ''hexanes'' are cheaper than pure hexane and are often used in large-scale operations not requiring a single isomer (e.g., as cleaning solvent or for chromatography). Isomers Uses In industry, hexanes are used in the formulation of adhesive, glues for shoes, leather products, and roofing. They are also used to extract cooking oils (such as canola oil or soy oil) from seeds, for c ...
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