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Potassium Tert-butoxide
Potassium ''tert''-butoxide is the chemical compound with the formula K+(CH3)3CO−. This colourless solid is a strong base (pKa of conjugate acid around 17), which is useful in organic synthesis. It exists as a tetrameric cubane-type cluster. It is often seen written in chemical literature as potassium ''t''-butoxide. The compound is often depicted as a salt, and it often behaves as such, but it is not ionized in solution. Preparation Potassium ''t''-butoxide is commercially available as a solution and as a solid, but it is often generated ''in situ'' for laboratory use because samples are so sensitive and older samples are often of poor quality. It is prepared by the reaction of dry ''tert''-butyl alcohol with potassium metal. The solid is obtained by evaporating these solutions followed by heating the solid. The solid can be purified by sublimation at 220 °C and 1 mmHg. Sublimation can also take place at 140 °C and 0.01 hPa. It is advisable to cover the r ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chemical Compound
A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element is therefore not a compound. A compound can be transformed into a different substance by a chemical reaction, which may involve interactions with other substances. In this process, bonds between atoms may be broken and/or new bonds formed. There are four major types of compounds, distinguished by how the constituent atoms are bonded together. Molecular compounds are held together by covalent bonds; ionic compounds are held together by ionic bonds; intermetallic compounds are held together by metallic bonds; coordination complexes are held together by coordinate covalent bonds. Non-stoichiometric compounds form a disputed marginal case. A chemical formula specifies the number of atoms of each element in a compound molecule, using ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Silanes
Silanes refers to diverse kinds of charge-neutral silicon compounds with the formula . The R substituents can any combination of organic or inorganic groups. Most silanes contain Si-C bonds, and are discussed under organosilicon compounds. Examples: *Silane , the parent. *Binary silicon-hydrogen compounds (which are sometimes called silanes also) includes silane itself but also compounds with Si-Si bonds including disilane and longer chains. *Silanes with one, two, three, or four Si-H bonds are called hydrosilanes. Silane itself is the parent member. Examples: triethylsilane () and triethoxysilane (). *Polysilanes are organosilicon compounds with the formula . They include all binary silicon-hydrogen compounds except the parent, although these tend to be less useful because they are fragile. Attracting more interest, are the organic derivatives such as polydimethylsilane and dodecamethylcyclohexasilane * Chlorosilanes have Si-Cl bonds. Examples: trichlorosilane () and tetrach ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkoxides
In chemistry, an alkoxide is the conjugate base of an alcohol and therefore consists of an organic group bonded to a negatively charged oxygen atom. They are written as , where R is the organic substituent. Alkoxides are strong bases and, when R is not bulky, good nucleophiles and good ligands. Alkoxides, although generally not stable in protic solvents such as water, occur widely as intermediates in various reactions, including the Williamson ether synthesis. Transition metal alkoxides are widely used for coatings and as catalysts. Enolates are unsaturated alkoxides derived by deprotonation of a bond adjacent to a ketone or aldehyde. The nucleophilic center for simple alkoxides is located on the oxygen, whereas the nucleophilic site on enolates is delocalized onto both carbon and oxygen sites. Ynolates are also unsaturated alkoxides derived from acetylenic alcohols. Phenoxides are close relatives of the alkoxides, in which the alkyl group is replaced by a derivative o ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Lithium Tert-butoxide
Lithium ''tert''-butoxide is the metalloorganic compound with the formula LiOC(CH3)3. A white solid, it is used as a strong base in organic synthesis. The compound is often depicted as a salt, and it often behaves as such, but it is not ionized in solution. Both octameric and hexameric forms have been characterized by X-ray crystallography Preparation Lithium ''tert''-butoxide is commercially available as a solution and as a solid, but it is often generated ''in situ'' for laboratory use because samples are so sensitive and older samples are often of poor quality. It can be obtained by treating tert-butanol with butyl lithium. Reactions As a strong base, lithium ''tert''-butoxide is easily protonated. Lithium ''tert''-butoxide is used to prepare other ''tert''-butoxide compounds such as copper(I) t-butoxide and hexa(tert-butoxy)dimolybdenum(III): :2 MoCl3(thf)3 + 6 LiOBu-t → Mo2(OBu-t)6 + 6 LiCl + 6 thf Related compounds *Sodium tert-butoxide Sodium ''tert''-b ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sodium Tert-butoxide
Sodium ''tert''-butoxide is the chemical compound with the formula (CH3)3CONa. It is a strong base and a non-nucleophilic base. It is flammable and moisture sensitive. It is sometimes written in chemical literature as sodium ''t''-butoxide. It is similar in reactivity to the more common potassium ''tert''-butoxide. The compound can be produced by treating ''tert''-butyl alcohol with sodium hydride. Reactions One application for sodium ''tert''-butoxide is as a non-nucleophilic base. It has been widely used in the Buchwald–Hartwig amination, as in this typical example: Sodium tert-butoxide is used to prepare tert-butoxide complexes. For example hexa(tert-butoxy)ditungsten(III) Hexa(''tert''-butoxy)ditungsten(III) is a coordination complex of tungsten(III). It is one of the homoleptic alkoxides of tungsten. A red, air-sensitive solid, the complex has attracted academic attention as the precursor to many organotungsten ... is thus converted by the salt metathesis react ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkene
In organic chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond. Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.H. Stephen Stoker (2015): General, Organic, and Biological Chemistry'. 1232 pages. Two general types of monoalkenes are distinguished: terminal and internal. Also called α-olefins, terminal alkenes are more useful. However, the International Union of Pure and Applied Chemistry (IUPAC) recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Elimination Reaction
An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one- or two-step mechanism. The one-step mechanism is known as the E2 reaction, and the two-step mechanism is known as the E1 reaction. The numbers refer not to the number of steps in the mechanism, but rather to the kinetics of the reaction: E2 is bimolecular (second-order) while E1 is unimolecular (first-order). In cases where the molecule is able to stabilize an anion but possesses a poor leaving group, a third type of reaction, E1CB, exists. Finally, the pyrolysis of xanthate and acetate esters proceed through an "internal" elimination mechanism, the Ei mechanism. E2 mechanism The E2 mechanism, where E2 stands for bimolecular elimination, involves a one-step mechanism in which ''carbon-hydrogen'' and ''carbon-halogen'' bonds break to form a double bond (''C=C Pi bond''). The specifics of the reaction are as follows: * E2 is a single step elimination, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dichlorocarbene
Dichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate in organic chemistry, being generated from chloroform. This bent diamagnetic molecule rapidly inserts into other bonds. Preparation Dichlorocarbene is most commonly generated by reaction of chloroform and a base such as potassium ''tert''-butoxide or aqueous sodium hydroxide. A phase transfer catalyst, for instance benzyltriethylammonium bromide, facilitates the migration of the hydroxide in the organic phase. :HCCl3 + NaOH → CCl2 + NaCl + H2O Other reagents and routes Another precursor to dichlorocarbene is ethyl trichloroacetate. Upon treatment with sodium methoxide it releases CCl2. Phenyl(trichloromethyl)mercury decomposes thermally to release CCl2. :PhHgCCl3 → CCl2 + PhHgCl Dichlorodiazirine, which is stable in the dark, decomposes into dichlorocarbene and nitrogen via photolysis. Dichlorocarbene can also be ob ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Schlosser's Base
Schlosser's base (or Lochmann-Schlosser base) describes various superbasic mixtures of an alkyllithium compound and a potassium alkoxide. The reagent is named after Manfred Schlosser, although he uses the term ''LICKOR superbase'' (LIC denoting the alkyllithium, and KOR denoting the potassium alkoxide). The superbasic nature of the reagent is a consequence of the ''in situ'' formation of the corresponding organopotassium compound, as well as changes to the aggregation state of the alkyllithium species. Preparation and reactivity Commonly, the mixture called Schlosser's base is produced by combining ''n''-butyllithium and potassium ''tert''-butoxide in a one-to-one ratio. The high reactivity of Schlosser's base is exploited in synthetic organic chemistry for the preparation of organometallic reagents. For example, potassium benzyl Benzylpotassium is an organopotassium compound with the formula C6H5CH2K. It is an orange powder. Like organo-alkali metal reagents in general, b ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
18-crown-6
18-Crown-6 is an organic compound with the formula 2H4Osub>6 and the IUPAC name of 1,4,7,10,13,16-hexaoxacyclooctadecane. It is a white, hygroscopic crystalline solid with a low melting point. Like other crown ethers, 18-crown-6 functions as a ligand for some metal cations with a particular affinity for potassium cations (binding constant in methanol: 106 M−1). The point group of 18-crown-6 is S6. The dipole moment of 18-crown-6 varies in different solvent and under different temperature. Under 25 °C, the dipole moment of 18-crown-6 is in cyclohexane and in benzene. The synthesis of the crown ethers led to the awarding of the Nobel Prize in Chemistry to Charles J. Pedersen. Synthesis This compound is prepared by a modified Williamson ether synthesis in the presence of a templating cation: It can be also prepared by the oligomerization of ethylene oxide: :(CH2OCH2CH2Cl)2 + (CH2OCH2CH2OH)2 + 2 KOH → (CH2CH2O)6 + 2 KCl + 2 H2O It ca ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexamethylphosphoramide
Hexamethylphosphoramide, often abbreviated HMPA, is a phosphoramide (an amide of phosphoric acid) with the formula This colorless liquid is a useful reagent in organic synthesis. Structure and reactivity HMPA is the oxide of the highly basic tertiary phosphine hexamethylphosphorous triamide (HMPT), P(NMe2)3. Like other phosphine oxides (such as triphenylphosphine oxide), the molecule has a tetrahedral core and a P=O bond that is highly polarized, with significant negative charge residing on the oxygen atom. Compounds containing a nitrogen–phosphorus bond typically are degraded by hydrochloric acid to form a protonated amine and phosphate. It dissolves alkali metal salts and alkali metals, forming blue solutions which are stable for a few hours. Solvated electrons are present in these blue solutions. Applications HMPA is a specialty solvent for polymers, gases, and organometallic compounds. It improves the selectivity of lithiation reactions by breaking up the oligome ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dimethyl Sulfoxide
Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula ( CH3)2. This colorless liquid is the sulfoxide most widely used commercially. It is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water. It has a relatively high boiling point. DMSO has the unusual property that many individuals perceive a garlic-like taste in the mouth after DMSO makes contact with their skin. In terms of chemical structure, the molecule has idealized Cs symmetry. It has a trigonal pyramidal molecular geometry consistent with other three-coordinate S(IV) compounds, with a nonbonded electron pair on the approximately tetrahedral sulfur atom. Synthesis and production Dimethyl sulfoxide was first synthesized in 1866 by the Russian scientist Alexander Zaytsev, who reported his findings in 1867. Dimethyl sulfoxide is produced industrially from dimethyl sulfide, a by-product of the K ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
