Cyclopentadiene Hydrogenation
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Cyclopentadiene Hydrogenation
Cyclopentadiene is an organic compound with the formula C5H6. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−. This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be restored by heating to give the monomer. The compound is mainly used for the production of cyclopentene and its derivatives. It is popularly used as a precursor to the cyclopentadienyl anion (Cp−), an important ligand in cyclopentadienyl complexes in organometallic chemistry. Production and reactions Cyclopentadiene production is usually not distinguished from dicyclopentadiene since they interconvert. They are obtained from coal tar (about 10–20 g/ t) and by steam cracking of naphtha (about 14 kg/t). To obtain cyclopentadiene monomer, commercial dicyclopentadiene is cracked by heating to around 180 °C. ...
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Terpene
Terpenes () are a class of natural products consisting of compounds with the formula (C5H8)n for n ≥ 2. Terpenes are major biosynthetic building blocks. Comprising more than 30,000 compounds, these unsaturated hydrocarbons are produced predominantly by plants, particularly Pinophyta, conifers. In plants, terpenes and terpenoids are important mediators of ecological biological interaction, interactions, while some insects use some terpenes as a form of defense. Other functions of terpenoids include cell growth modulation and plant elongation, light harvesting and photoprotection, and membrane permeability and fluidity control. Terpenes are classified by the number of carbons: monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), as examples. The terpene alpha-pinene is a major component of the common solvent, turpentine. The one terpene that has major applications is natural rubber (i.e., polyisoprene). The possibility that other terpenes could be used as precursors to pr ...
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Retro-Diels–Alder Reaction
The retro-Diels–Alder reaction (rDA reaction) is the reverse of the Diels–Alder reaction, Diels–Alder (DA) reaction, a [4+2] cycloelimination. It involves the formation of a diene and dienophile from a cyclohexene. It can be accomplished spontaneously with heat, or with acid or base mediation. In principle, it becomes thermodynamically favorable for the Diels–Alder reactions to proceed in the reverse direction if the temperature is high enough. In practice, this reaction generally requires some special structural features in order to proceed at temperatures of synthetic relevance. For instance, the cleavage of cyclohexene to give butadiene and ethene has been observed, but only at temperatures exceeding 800 K. With an appropriate driving force, however, the Diels–Alder reaction proceeds in reverse under relatively mild conditions, providing diene and dienophile from starting cyclohexene derivatives. As early as 1929, this process was known and applied to the detection of ...
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Silicon
Silicon is a chemical element; it has symbol Si and atomic number 14. It is a hard, brittle crystalline solid with a blue-grey metallic lustre, and is a tetravalent metalloid (sometimes considered a non-metal) and semiconductor. It is a member of group 14 in the periodic table: carbon is above it; and germanium, tin, lead, and flerovium are below it. It is relatively unreactive. Silicon is a significant element that is essential for several physiological and metabolic processes in plants. Silicon is widely regarded as the predominant semiconductor material due to its versatile applications in various electrical devices such as transistors, solar cells, integrated circuits, and others. These may be due to its significant band gap, expansive optical transmission range, extensive absorption spectrum, surface roughening, and effective anti-reflection coating. Because of its high chemical affinity for oxygen, it was not until 1823 that Jöns Jakob Berzelius was first able to p ...
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Fluxional Molecule
In chemistry and molecular physics, fluxional (or non-rigid) molecules are molecules that undergo dynamics such that some or all of their atoms interchange between symmetry-equivalent positions. Because virtually all molecules are fluxional in some respects, e.g. bond rotations in most organic compounds, the term fluxional depends on the context and the method used to assess the dynamics. Often, a molecule is considered fluxional if its spectroscopic signature exhibits line-broadening (beyond that dictated by the Heisenberg uncertainty principle) due to chemical exchange. In some cases, where the rates are slow, fluxionality is not detected spectroscopically, but by isotopic labeling and other methods. Spectroscopic studies Many organometallic compounds exhibit fluxionality. Fluxionality is, however, pervasive. NMR spectroscopy Temperature dependent changes in the NMR spectra result from dynamics associated with the fluxional molecules when those dynamics proceed at rates compar ...
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Prostaglandin Diels-Alder Corey (cropped2)
Prostaglandins (PG) are a group of physiologically active lipid compounds called eicosanoids that have diverse hormone-like effects in animals. Prostaglandins have been found in almost every tissue in humans and other animals. They are derived enzymatically from the fatty acid arachidonic acid. Every prostaglandin contains 20 carbon atoms, including a 5-carbon ring. They are a subclass of eicosanoids and of the prostanoid class of fatty acid derivatives. The structural differences between prostaglandins account for their different biological activities. A given prostaglandin may have different and even opposite effects in different tissues in some cases. The ability of the same prostaglandin to stimulate a reaction in one tissue and inhibit the same reaction in another tissue is determined by the type of receptor to which the prostaglandin binds. They act as autocrine or paracrine factors with their target cells present in the immediate vicinity of the site of their secretion ...
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Sigmatropic Reaction
In organic chemistry, a sigmatropic reaction () is a pericyclic reaction wherein the net result is one sigma bond (σ-bond) is changed to another σ-bond in an intramolecular reaction. In this type of rearrangement reaction, a substituent moves from one part of a π-system to another part with simultaneous rearrangement of the π-system. True sigmatropic reactions are usually uncatalyzed, although Lewis acid catalysis is possible. Sigmatropic reactions often have transition-metal catalysts that form intermediates in analogous reactions. The most well-known of the sigmatropic rearrangements are the ,3 Cope rearrangement, Claisen rearrangement, Carroll rearrangement, and the Fischer indole synthesis. Overview of sigmatropic shifts Woodward–Hoffman sigmatropic shift nomenclature Sigmatropic rearrangements are concisely described by an order term ,j'', which is defined as the migration of a σ-bond adjacent to one or more π systems to a new position (i−1) and (j−1) atom ...
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Fractionating Column
A fractionating column or fractional column is equipment used in the distillation of liquid mixtures to separate the mixture into its component parts, or fractions, based on their differences in volatility. Fractionating columns are used in small-scale laboratory distillations as well as large-scale industrial distillations. Laboratory fractionating columns A laboratory fractionating column is a piece of glassware used to separate vaporized mixtures of liquid compounds with close volatility. Most commonly used is either a Vigreux column or a straight column packed with glass beads or metal pieces such as Raschig rings. Fractionating columns help to separate the mixture by allowing the mixed vapors to cool, condense, and vaporize again in accordance with Raoult's law. With each condensation-vaporization cycle, the vapors are enriched in a certain component. A larger surface area allows more cycles, improving separation. This is the rationale for a Vigreux column or a packed fr ...
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Petroleum Naphtha
Petroleum naphtha is an intermediate hydrocarbon liquid stream derived from the refining of crude oil with CAS-no 64742-48-9. It is most usually desulfurized and then catalytically reformed, which rearranges or restructures the hydrocarbon molecules in the naphtha as well as breaking some of the molecules into smaller molecules to produce a high- octane component of gasoline (or petrol). There are hundreds of different petroleum crude oil sources worldwide and each crude oil has its own unique composition or assay. There are also hundreds of petroleum refineries worldwide and each of them is designed to process either a specific crude oil or specific types of crude oils. Naphtha is a general term as each refinery produces its own naphthas with their own unique initial and final boiling points and other physical and compositional characteristics. Naphthas may also be produced from other material such as coal tar, shale deposits, tar sands, and the destructive distillation o ...
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Cracking (chemistry)
In petrochemistry, petroleum geology and organic chemistry, cracking is the process whereby complex organic molecules such as kerogens or long-chain hydrocarbons are broken down into simpler molecules such as light hydrocarbons, by the breaking of carbon–carbon bonds in the precursors. The rate of cracking and the end products are strongly dependent on the temperature and presence of catalysts. Cracking is the breakdown of large hydrocarbons into smaller, more useful alkanes and alkenes. Simply put, hydrocarbon cracking is the process of breaking long-chain hydrocarbons into short ones. This process requires high temperatures. More loosely, outside the field of petroleum chemistry, the term "cracking" is used to describe any type of splitting of molecules under the influence of heat, catalysts and solvents, such as in processes of destructive distillation or pyrolysis. Fluid catalytic cracking produces a high yield of petrol and LPG, while hydrocracking is a major source of ...
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Tonne
The tonne ( or ; symbol: t) is a unit of mass equal to 1,000  kilograms. It is a non-SI unit accepted for use with SI. It is also referred to as a metric ton in the United States to distinguish it from the non-metric units of the short ton ( United States customary units) and the long ton ( British imperial units). It is equivalent to approximately 2,204.6 pounds, 1.102 short tons, and 0.984 long tons. The official SI unit is the megagram (Mg), a less common way to express the same amount. Symbol and abbreviations The BIPM symbol for the tonne is t, adopted at the same time as the unit in 1879.Table 6
. BIPM. Retrieved on 2011-07-10.
Its use is also official for the metric ton in the United States, having been adopted by the United States

AW Cyclopentadiene
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Organometallic Chemistry
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide (Metal carbonyl, metal carbonyls), cyanide, or carbide, are generally considered to be organometallic as well. Some related compounds such as transition metal hydrides and metal phosphine complexes are often included in discussions of organometallic compounds, though strictly speaking, they are not necessarily organometallic. The related but distinct term "metalorganics, metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal p ...
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