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Corannulene
Corannulene is a polycyclic aromatic hydrocarbon with chemical formula C20 H10. The molecule consists of a cyclopentane ring fused with 5 benzene rings, so another name for it is irculene. It is of scientific interest because it is a geodesic polyarene and can be considered a fragment of buckminsterfullerene. Due to this connection and also its bowl shape, corannulene is also known as a buckybowl. Buckybowls are fragments of buckyballs. Corannulene exhibits a bowl-to-bowl inversion with an inversion barrier of 10.2 kcal/ mol (42.7 kJ/mol) at −64 °C. Synthesis Several synthetic routes exist to corannulene. Flash vacuum pyrolysis techniques generally have lower chemical yields than solution-chemistry syntheses, but offer routes to more derivatives. Corannulane was first isolated in 1966 by multistep organic synthesis. In 1971, the synthesis and properties of corannulane were reported. A flash vacuum pyrolysis method followed in 1991. One synthesis based on solution ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Corannulene Synthesis Sygula 2000
Corannulene is a polycyclic aromatic hydrocarbon with chemical formula C20 H10. The molecule consists of a cyclopentane ring fused with 5 benzene rings, so another name for it is irculene. It is of scientific interest because it is a geodesic polyarene and can be considered a fragment of buckminsterfullerene. Due to this connection and also its bowl shape, corannulene is also known as a buckybowl. Buckybowls are fragments of buckyballs. Corannulene exhibits a bowl-to-bowl inversion with an inversion barrier of 10.2 kcal/ mol (42.7 kJ/mol) at −64 °C. Synthesis Several synthetic routes exist to corannulene. Flash vacuum pyrolysis techniques generally have lower chemical yields than solution-chemistry syntheses, but offer routes to more derivatives. Corannulane was first isolated in 1966 by multistep organic synthesis. In 1971, the synthesis and properties of corannulane were reported. A flash vacuum pyrolysis method followed in 1991. One synthesis based on solution ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Circulene
A circulene is a macrocyclic arene in which a central polygon is surrounded and fused by benzenoids. Nomenclature within this class of molecules is based on the number of benzene rings surrounding the core, which is equivalent to the size of the central polygon. Examples which have been synthesized include irculene (corannulene), irculene (coronene), irculene, and 2irculene ( kekulene) These compounds belong to a larger class of geodesic polyarenes. Whereas irculene is bowl-shaped and irculene is planar, irculene has a unique saddle-shaped structure (compare to cones and partial cones in calixarenes). The helicenes are a conceptually related class of structures in which the array of benzene rings form an open helix rather than a closed ring. Quadrannulene ( irculene) The simple irculene compound itself has not been synthesized, but a derivative, tetrabenzo irculene, also called quadrannulene, has. irculenes The isolation of the irculene derivative 2,5,6,9,10,13,14-oc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Polycyclic Aromatic Hydrocarbon
A polycyclic aromatic hydrocarbon (PAH) is a class of organic compounds that is composed of multiple aromatic rings. The simplest representative is naphthalene, having two aromatic rings and the three-ring compounds anthracene and phenanthrene. PAHs are uncharged, non-polar and planar. Many are colorless. Many of them are found in coal and in oil deposits, and are also produced by the combustion of organic matter—for example, in engines and incinerators or when biomass burns in forest fires. Polycyclic aromatic hydrocarbons are discussed as possible starting materials for abiotic syntheses of materials required by the earliest forms of life. Nomenclature and structure The terms polyaromatic hydrocarbon or polynuclear aromatic hydrocarbon are also used for this concept. By definition, polycyclic aromatic hydrocarbons have multiple rings, precluding benzene from being considered a PAH. Some sources, such as the US EPA and CDC, consider naphthalene to be the simplest PAH. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Geodesic Polyarene
A geodesic polyarene in organic chemistry is a polycyclic aromatic hydrocarbon with curved convex or concave surfaces. Examples include fullerenes, nanotubes, corannulenes, helicenes and sumanene. The molecular orbitals of the carbon atoms in these systems are to some extent pyramidalized resulting a different pi electron density on either side of the molecule with consequences for reactivity. One member of this group of organic compounds, ''pentaindenocorannulene'' (depicted below), can be considered a large fullerene fragment. The experimentally obtained curvature and degree of pyramidalizion (12.6° for the carbons of the pentagon at the center ) are both actually larger than that of fullerene but according to its discoverers, the compound is relatively easy to synthesize starting from corannulene and a way is opened to produce larger such fragments by stitching. The crystal structure of pentaindenocorannulene has been obtained. An illustration of the crystal packing for p ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Fluoranthene
Fluoranthene is a polycyclic aromatic hydrocarbon (PAH). The molecule can be viewed as the fusion of naphthalene and benzene unit connected by a five-membered ring. Although samples are often pale yellow, the compound is colorless. It is soluble in nonpolar organic solvents.Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke “Hydrocarbons” in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. It is a member of the class of PAHs known as non-alternant PAHs because it has rings other than those with six carbon atoms. It is a structural isomer of the alternant PAH pyrene. It is not as thermodynamically stable as pyrene. Its name is derived from its fluorescence under UV light. Occurrence Traces of fluoranthene is found in many combustion products, along with other PAHs. It results from incomplete combustion. Fluoranthene was originally isolated from coal tar pitch. I ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sodium Hydroxide
Sodium hydroxide, also known as lye and caustic soda, is an inorganic compound with the formula NaOH. It is a white solid ionic compound consisting of sodium cations and hydroxide anions . Sodium hydroxide is a highly caustic base and alkali that decomposes proteins at ordinary ambient temperatures and may cause severe chemical burns. It is highly soluble in water, and readily absorbs moisture and carbon dioxide from the air. It forms a series of hydrates . The monohydrate crystallizes from water solutions between 12.3 and 61.8 °C. The commercially available "sodium hydroxide" is often this monohydrate, and published data may refer to it instead of the anhydrous compound. As one of the simplest hydroxides, sodium hydroxide is frequently used alongside neutral water and acidic hydrochloric acid to demonstrate the pH scale to chemistry students. Sodium hydroxide is used in many industries: in the manufacture of pulp and paper, textiles, drinking water, soaps and deterge ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
N-Butyllithium
''n''-Butyllithium C4H9Li (abbreviated ''n''-BuLi) is an organolithium reagent. It is widely used as a polymerization initiator in the production of elastomers such as polybutadiene or styrene-butadiene-styrene (SBS). Also, it is broadly employed as a strong base (superbase) in the synthesis of organic compounds as in the pharmaceutical industry. Butyllithium is commercially available as solutions (15%, 25%, 1.5 M, 2 M, 2.5 M, 10 M, etc.) in alkanes such as pentane, hexanes, and heptanes. Solutions in diethyl ether and THF can be prepared, but are not stable enough for storage. Annual worldwide production and consumption of butyllithium and other organolithium compounds is estimated at 2000 to 3000 tonnes. Although butyllithium is colorless, ''n''-butyllithium is usually encountered as a pale yellow solution in alkanes. Such solutions are stable indefinitely if properly stored,. but in practice, they degrade upon aging. Fine white precipitate (l ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic & Biomolecular Chemistry
''Organic & Biomolecular Chemistry'' is a weekly peer-reviewed scientific journal covering all aspects of organic chemistry, including organic aspects of chemical biology, medicinal chemistry, natural product chemistry, supramolecular chemistry, macromolecular chemistry, theoretical chemistry, and catalysis. It is published by the Royal Society of Chemistry. Its predecessor journals were ''Perkin Transactions I'' and ''Perkin Transactions II''. The Executive Editor is Richard Kelly. Abstracting and indexing The journal is abstracted and indexed in: * Chemical Abstracts Service * Index Medicus/MEDLINE/PubMed * Science Citation Index * Current Contents/Life Sciences * Current Contents/Physical, Chemical & Earth Sciences * Scopus According to the ''Journal Citation Reports'', the journal has a 2016 impact factor of 3.564. See also *''Natural Product Reports'' *''MedChemComm'' * List of scientific journals * List of scientific journals in chemistry A ''list'' is any set of items ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ferrocene
Ferrocene is an organometallic compound with the formula . The molecule is a complex consisting of two cyclopentadienyl rings bound to a central iron atom. It is an orange solid with a camphor-like odor, that sublimes above room temperature, and is soluble in most organic solvents. It is remarkable for its stability: it is unaffected by air, water, strong bases, and can be heated to 400 °C without decomposition. In oxidizing conditions it can reversibly react with strong acids to form the ferrocenium cation . The rapid growth of organometallic chemistry is often attributed to the excitement arising from the discovery of ferrocene and its many analogues, such as metallocenes. History Discovery Ferrocene was discovered by accident thrice. The first known synthesis may have been made in the late 1940s by unknown researchers at Union Carbide, who tried to pass hot cyclopentadiene vapor through an iron pipe. The vapor reacted with the pipe wall, creating a "yellow sludg ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aromaticity
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to saturated compounds having single bonds, and other geometric or connective non-cyclic arrangements with the same set of atoms. Aromatic rings are very stable and do not break apart easily. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have enhanced stability. The term ''aromaticity'' with this meaning is historically related to the concept of having an aroma, but is a distinct property from that meaning. Since the most common aromatic compounds are derivatives of benzene (an aromatic hydrocarbon common in petroleum and its distillates), the word ''aromatic'' occasionally refers informally to benzene derivatives, and so it was first defined. Nevertheless, many non-be ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nucleophilic Displacement
In chemistry, a nucleophilic substitution is a class of chemical reactions in which an electron-rich chemical species (known as a nucleophile) replaces a functional group within another electron-deficient molecule (known as the electrophile). The molecule that contains the electrophile and the leaving functional group is called the substrate. The most general form of the reaction may be given as the following: :\text\mathbf + \ce + \text\mathbf The electron pair (:) from the nucleophile (Nuc) attacks the substrate () and bonds with it. Simultaneously, the leaving group (LG) departs with an electron pair. The principal product in this case is . The nucleophile may be electrically neutral or negatively charged, whereas the substrate is typically neutral or positively charged. An example of nucleophilic substitution is the hydrolysis of an alkyl bromide, R-Br under basic conditions, where the attacking nucleophile is hydroxyl () and the leaving group is bromide (). :R-Br + OH- ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopentadienyl Complex
A cyclopentadienyl complex is a coordination complex of a metal and cyclopentadienyl groups (, abbreviated as Cp−). Cyclopentadienyl ligands almost invariably bind to metals as a pentahapto (''η''5-) bonding mode. The metal–cyclopentadienyl interaction is typically drawn as a single line from the metal center to the center of the Cp ring.Elschenbroich, C. "Organometallics" (2006) Wiley-VCH: Weinheim. Examples ''Bis''cyclopentadienyl complexes are called metallocenes. A famous example of this type of complex is ferrocene (FeCp2), which has many analogues for other metals, such as chromocene (CrCp2), cobaltocene (CoCp2), and nickelocene (NiCp2). When the Cp rings are mutually parallel the compound is known as a sandwich complex. This area of organometallic chemistry was first developed in the 1950s. Bent metallocenes are represented by compounds of the type Cp2Lx Some are catalysts for ethylene polymerization. Metallocenes are often thermally stable, and find use as cata ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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