18-crown-6
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18-crown-6
18-Crown-6 is an organic compound with the formula [C2H4O]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 can be ...
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Dibenzo-18-crown-6
Dibenzo-18-crown-6 is the organic compound with the formula C6H4OCH2CH2OCH2CH2sub>2. It is a white solid that is soluble in organic solvents. As one of the most popular crown ethers, it facilitates the dissolution of many salts in organic solvents. It is related to the non-benzannulated 18-crown-6. Dibenzo-18-crown-6 can be synthesized from catechol Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is a toxic organic compound with the molecular formula . It is the ''ortho'' isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amoun ... and bis(chloroethyl) ether. : In contrast to those of 18-crown-6, complexes of the dibenzo crown are flattened, which often allows higher coordination numbers at the encapsulated metal cation. References Crown ethers Cyclophanes ...
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Crown Ether
In organic chemistry, crown ethers are cyclic chemical compounds that consist of a ring containing several ether groups (). The most common crown ethers are cyclic oligomers of ethylene oxide, the repeating unit being ethyleneoxy, i.e., . Important members of this series are the tetramer (''n'' = 4), the pentamer (''n'' = 5), and the hexamer (''n'' = 6). The term "crown" refers to the resemblance between the structure of a crown ether bound to a cation, and a crown sitting on a person's head. The first number in a crown ether's name refers to the number of atoms in the cycle, and the second number refers to the number of those atoms that are oxygen. Crown ethers are much broader than the oligomers of ethylene oxide; an important group are derived from catechol. Crown ethers strongly bind certain cations, forming complexes. The oxygen atoms are well situated to coordinate with a cation located at the interior of the ring, whereas the exterior of t ...
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Crown Ethers
In organic chemistry, crown ethers are cyclic chemical compounds that consist of a Ring (chemistry), ring containing several ether groups (). The most common crown ethers are cyclic oligomers of ethylene oxide, the repeating unit being ethyleneoxy, i.e., . Important members of this series are the tetramer (''n'' = 4), the pentamer (''n'' = 5), and the hexamer (''n'' = 6). The term "crown" refers to the resemblance between the structure of a crown ether bound to a cation, and a crown (headgear), crown sitting on a person's head. The first number in a crown ether's name refers to the number of atoms in the cycle, and the second number refers to the number of those atoms that are oxygen. Crown ethers are much broader than the oligomers of ethylene oxide; an important group are derived from catechol. Crown ethers strongly bind certain cations, forming complex (chemistry), complexes. The oxygen atoms are well situated to coordinate with a cation locate ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ...
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Hydronium Complex With 18-crown-6
In chemistry, hydronium (hydroxonium in traditional British English) is the common name for the aqueous cation , the type of oxonium ion produced by protonation of water. It is often viewed as the positive ion present when an Arrhenius acid is dissolved in water, as Arrhenius acid molecules in solution give up a proton (a positive hydrogen ion, ) to the surrounding water molecules (). In fact, acids must be surrounded by more than a single water molecule in order to ionize, yielding aqueous and conjugate base. Three main structures for the aqueous proton have garnered experimental support: The Eigen cation, which is a tetrahydrate, H3O+(H2O)3; the Zundel cation, which is a symmetric dihydrate, H+(H2O)2; and the Stoyanov cation, an expanded Zundel cation, which is a hexahydrate: H+(H2O)2(H2O)4. Spectroscopic evidence from well-defined IR spectra overwhelmingly supports the Stoyanov cation as the predominant form. For this reason, it has been suggested that wherever possible, ...
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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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Electride
An electride is an ionic compound in which an electron is the anion. Solutions of alkali metals in ammonia are electride salts. In the case of sodium, these blue solutions consist of a(NH3)6sup>+ and solvated electrons: :Na + 6 NH3 → a(NH3)6sup>+ + e− The cation a(NH3)6sup>+ is an octahedral coordination complex. Solid salts Addition of a complexant like crown ether or -cryptand.html" ;"title="''2.2.2/nowiki>-cryptand">''2.2.2/nowiki>-cryptand to a solution of a(NH3)6sup>+e− affords a (crown ether)sup>+e− or a(2,2,2-crypt)sup>+e−. Evaporation of these solutions yields a blue-black paramagnetic solid with the formula a(2,2,2-crypt)sup>+e−. Most solid electride salts decompose above 240 K, although a24Al28O64sup>4+(e−)4 is stable at room temperature. In these salts, the electron is delocalized between the cations. Electrides are paramagnetic Paramagnetism is a form of magnetism whereby some materials are weakly attracted by an externally applied ...
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