Pentachlorocyclopropane
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Pentachlorocyclopropane
Pentachlorocyclopropane is a chlorinated cyclopropane with the chemical formula . It is a colourless liquid with a faint minty odour.'' Pentachlorocyclopropane'' Stephen W. Tobey and Robert West The University of Wisconsin (1965) It is thermally unstable above 100 °C; decomposition gives 1,1,3,3,3-pentachloropropene by isomerisation. Pentachlorocyclopropane can be obtained by the addition of dichlorocarbene into trichloroethylene in presence of a base. Pentachlorocyclopropane itself gives tetrachlorocyclopropene when reacted with a base such as potassium hydroxide by means of dehydrohalogenation In chemistry, dehydrohalogenation is an elimination reaction which removes a hydrogen halide from a substrate (chemistry), substrate. The reaction is usually associated with the synthesis of alkenes, but it has wider applications. Dehydrohalogen ....Advances in Alicyclic Chemistry. (2013).  Elsevier Science. page 57 References Organochlorides Cyclopropanes {{Authority Control ...
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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, potassium ''tert''-butoxide or aqueous sodium hydroxide. A phase transfer catalyst, for instance quaternary ammonium cation, 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, chemical decomposition, decomposes into dic ...
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Trichloroethylene
Trichloroethylene (TCE) is an organochloride with the formula C2HCl3, commonly used as an industrial metal-degreasing solvent. It is a clear, colourless, non-flammable, volatile liquid with a chloroform-like pleasant mild smell and sweet taste.Trichloroethylene (TCE)
on ATSDR
Its name is trichloroethene. Trichloroethylene has been sold under a variety of trade names. Industrial abbreviations include trichlor, Trike, Tricky and tri. Under the trade names Trimar and Trilene, it was used as a
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Cyclopropane
Cyclopropane is the cycloalkane with the molecular formula (CH2)3, consisting of three methylene groups (CH2) linked to each other to form a triangular ring. The small size of the ring creates substantial ring strain in the structure. Cyclopropane itself is mainly of theoretical interest but many of its derivatives - cyclopropanes - are of commercial or biological significance. Cyclopropane was used as a clinical inhalational anesthetic from the 1930s through the 1980s. The substance's high flammability poses a risk of fire and explosions in operating rooms due to its tendency to accumulate in confined spaces, as its density is higher than that of air. History Cyclopropane was discovered in 1881 by August Freund, who also proposed the correct structure for the substance in his first paper. Freund treated 1,3-Dibromopropane, 1,3-dibromopropane with sodium, causing an intramolecular Wurtz reaction leading directly to cyclopropane. The yield of the reaction was improved by Gustavson ...
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Isomerisation
In chemistry, isomerization or isomerisation is the process in which a molecule, polyatomic ion or molecular fragment is transformed into an isomer with a different chemical structure. Enolization is an example of isomerization, as is tautomerization. When the activation energy for the isomerization reaction is sufficiently small, both isomers can often be observed and the equilibrium ratio will shift in a temperature-dependent equilibrium with each other. Many values of the standard free energy difference, \Delta G^\circ, have been calculated, with good agreement between observed and calculated data. Examples and applications Alkanes Skeletal isomerization occurs in the cracking process, used in the petrochemical industry to convert straight chain alkanes to isoparaffins as exemplified in the conversion of normal octane to 2,5-dimethylhexane (an "isoparaffin"): : Fuels containing branched hydrocarbons are favored for internal combustion engines for their higher octane r ...
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Tetrachlorocyclopropene
Tetrachlorocyclopropene is a chemical compound with the formula C3Cl4. A colorless liquid, the compound is a reagent used to prepare acetylene derivatives and in organic synthesis. It is prepared by addition of dichlorocarbene to trichloroethylene. It can react with water and alcohols rapidly.Pentachlorocyclopropane Stephen W. Tobey and Robert West. The University of Wisconsin (1965) The compound is used to prepare arylpropiolic acids: :C3Cl4 + ArH + 2 H2O → ArC2CO2H + 4 HCl Under some circumstances, diarylation occurs, giving diarylcyclopropenones, which decarbonylate to give diarylacetylenes. These reactions are thought to proceed via the intermediacy of trichlorocyclopropenium The cyclopropenium ion is the cation with the formula . It has attracted attention as the smallest example of an aromatic cation. Its salts have been isolated, and many derivatives have been characterized by X-ray crystallography. The cation and so ... electrophile (C3Cl3+). References Or ...
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Potassium Hydroxide
Potassium hydroxide is an inorganic compound with the formula K OH, and is commonly called caustic potash. Along with sodium hydroxide (NaOH), KOH is a prototypical strong base. It has many industrial and niche applications, most of which utilize its caustic nature and its reactivity toward acids. An estimated 700,000 to 800,000 tonnes were produced in 2005. KOH is noteworthy as the precursor to most soft and liquid soaps, as well as numerous potassium-containing chemicals. It is a white solid that is dangerously corrosive. Properties and structure KOH exhibits high thermal stability. Because of this high stability and relatively low melting point, it is often melt-cast as pellets or rods, forms that have low surface area and convenient handling properties. These pellets become tacky in air because KOH is hygroscopic. Most commercial samples are ca. 90% pure, the remainder being water and carbonates. Its dissolution in water is strongly exothermic. Concentrated aqueous ...
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Dehydrohalogenation
In chemistry, dehydrohalogenation is an elimination reaction which removes a hydrogen halide from a substrate (chemistry), substrate. The reaction is usually associated with the synthesis of alkenes, but it has wider applications. Dehydrohalogenation from alkyl halides Traditionally, alkyl halides are substrates for dehydrohalogenations. The alkyl halide must be able to form an alkene, thus halides having no C–H bond on an adjacent carbon are not suitable substrates. Aryl halides are also unsuitable. Upon treatment with strong base, chlorobenzene dehydrohalogenates to give phenol#Hydrolysis of chlorobenzene, phenol via a benzyne intermediate. Base-promoted reactions to alkenes When treated with a strong base many alkyl chlorides convert to corresponding alkene. It is also called a β-elimination reaction and is a type of elimination reaction. Some prototypes are shown below: :\begin \ce\ &\ce \\ \ce\ &\ce \\ \ce\ &\ce \end Here ethyl chloride reacts with potassium hydroxide, ty ...
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Organochlorides
Organochlorine chemistry is concerned with the properties of organochlorine compounds, or organochlorides, organic compounds that contain one or more carbon–chlorine bonds. The chloroalkane class (alkanes with one or more hydrogens substituted by chlorine) includes common examples. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious. Organochlorides such as trichloroethylene, tetrachloroethylene, dichloromethane and chloroform are commonly used as solvents and are referred to as "chlorinated solvents". Physical and chemical properties Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. They have hig ...
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