α-methylstyrene
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α-methylstyrene
α-Methylstyrene (AMS) is an organic compound with the formula C6H5C(CH3)=CH2. It is a colorless oil. Synthesis and reactions AMS is formed as a by-product of the cumene process. In this procedure, cumene is converted to its radical, through a reaction with oxygen. : Normally these cumene radicals are converted to cumene hydroperoxide, however they can also undergo radical disproportionation to form AMS. : Although this is only a minor side reaction, the cumene process is run at such a large scale that the recovery of AMS is commercially viable and satisfies much of the global demand. AMS can also be produced by dehydrogenation of cumene. The homopolymer obtained from this monomer, poly(α-methylstyrene), is unstable, being characterized by a low ceiling temperature of 65°C. Side effects in humans The American Conference of Governmental Industrial Hygienists The American Conference of Governmental Industrial Hygienists (ACGIH) is a professional association of industria ...
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Ceiling Temperature
Ceiling temperature (T_c) is a measure of the tendency of a polymer to revert to its constituent monomers. When a polymer is at its ceiling temperature, the rate of polymerization and depolymerization of the polymer are equal. Generally, the ceiling temperature of a given polymer is correlated to the steric hindrance of the polymer’s monomers. Polymers with high ceiling temperatures are often commercially useful. Polymers with low ceiling temperatures are more readily Depolymerizable polymers, depolymerizable. Thermodynamics of polymerization At a given temperature, the reversibility of polymerization can be determined using the Gibbs free energy equation: :\Delta G_p = \Delta H_p - T \Delta S_p where \Delta S_p is the change of entropy during polymerization. The change of enthalpy during polymerization, \Delta H_p, is also known as the heat of polymerization, which is defined by :\Delta H_p = E_p - E_ where E_p and E_ denote the activation energies for polymer ...
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Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). 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, and even ...
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Cumene Process
The cumene process (cumene-phenol process, Hock process) is an industrial process for synthesizing phenol and acetone from benzene and propylene. The term stems from cumene (isopropyl benzene), the intermediate material during the process. It was invented by R. Ūdris and P. Sergeyev in 1942 (USSR), and independently by Heinrich Hock in 1944. This process converts two relatively cheap starting materials, benzene and propylene, into two more valuable ones, phenol and acetone. Other reactants required are oxygen from air and small amounts of a radical initiator. Most of the worldwide production of phenol and acetone is now based on this method. In 2022, nearly 10.8 million tonnes of phenol was produced by the cumene process. In order for this process to be economical, there must also be demand for the acetone by-product as well as the phenol. Steps of the process Cumene is formed in the gas-phase Friedel–Crafts alkylation of benzene by propene. Benzene and propene are compr ...
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Cumene
Cumene (isopropylbenzene) is an organic compound that contains a benzene ring with an isopropyl substituent. It is a constituent of crude oil and refined fuels. It is a flammable colorless liquid that has a boiling point of 152 Â°C. Nearly all the cumene that is produced as a pure compound on an industrial scale is converted to cumene hydroperoxide, which is an intermediate in the synthesis of other industrially important chemicals, primarily phenol and acetone (known as the cumene process). Production Commercial production of cumene is by Friedel–Crafts alkylation of benzene with propylene. The original route for manufacturing of cumene was by alkylation of benzene in the liquid phase using sulfuric acid as a catalyst, but because of the complicated neutralization and recycling steps required, together with corrosion problems, this process has been largely replaced. As an alternative, solid phosphoric acid (SPA) supported on alumina has been used as the catalyst ...
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Radical (chemistry)
In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired valence electron. With some exceptions, these unpaired electrons make radicals highly chemically reactive. Many radicals spontaneously dimerize. Most organic radicals have short lifetimes. A notable example of a radical is the hydroxyl radical (HO·), a molecule that has one unpaired electron on the oxygen atom. Two other examples are triplet oxygen and triplet carbene (꞉) which have two unpaired electrons. Radicals may be generated in a number of ways, but typical methods involve redox reactions. Ionizing radiation, heat, electrical discharges, and electrolysis are known to produce radicals. Radicals are intermediates in many chemical reactions, more so than is apparent from the balanced equations. Radicals are important in combustion, atmospheric chemistry, polymerization, plasma chemistry, biochemistry, and many other chemical processes. A majority ...
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Cumene Hydroperoxide
Cumene hydroperoxide is the organic compound with the formula C6H5C(CH3)2OOH; this oily liquid is classified as an organic hydroperoxide. Products of decomposition of cumene hydroperoxide are methylstyrene, acetophenone, and 2-phenylpropan-2-ol. It is produced by treatment of cumene with oxygen, an autoxidation. At temperatures >100 Â°C, oxygen is passed through liquid cumene: : + O2 → Dicumyl peroxide is a side product. Applications Cumene hydroperoxide is an intermediate in the cumene process for producing phenol and acetone from benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ... and propene. : Cumene hydroperoxide is a radical initiator for production of acrylates. Cumene hydroperoxide is involved as an organic peroxide in the production of propyl ...
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Radical Disproportionation
Radical (from Latin: ', root) may refer to: Politics and ideology Politics *Classical radicalism, the Radical Movement that began in late 18th century Britain and spread to continental Europe and Latin America in the 19th century *Radical politics, the political intent of fundamental societal change * Radical Party (other), several political parties *Radicals (UK), a British and Irish grouping in the early to mid-19th century *Radicalization *Politicians from the Radical Civic Union Ideologies * Radical chic, a term coined by Tom Wolfe to describe the pretentious adoption of radical causes * Radical feminism, a perspective within feminism that focuses on patriarchy * Radical Islam, or Islamic extremism * Radical Christianity * Radical veganism, a radical interpretation of veganism, usually combined with anarchism * Radical Reformation, an Anabaptist movement concurrent with the Protestant Reformation Science and mathematics Science * Radical (chemistry), an atom, molecule ...
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Side Reaction
A side reaction is a chemical reaction that occurs at the same time as the actual main reaction, but to a lesser extent. It leads to the formation of by-product, so that the Yield (chemistry), yield of main product is reduced: : + B ->[] P1 : + C ->[] P2 P1 is the main product if k1> k2. The by-product P2 is generally undesirable and must be Separation process, separated from the actual main product (usually in a Industrial separation processes, costly process). In organic synthesis B and C from the above equations usually represent different Compound (chemistry), compounds. However, they could also just be different positions in the same molecule. A side reaction is also referred to as competing reaction when different compounds (B, C) compete for another Reagent, reactant (A). If the side reaction occurs about as often as the main reaction, it is spoken of parallel reactions (especially in the kinetics, see below). Also there may be more complicated relationships: Compound ...
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Monomer
A monomer ( ; ''mono-'', "one" + '' -mer'', "part") is a molecule that can react together with other monomer molecules to form a larger polymer chain or two- or three-dimensional network in a process called polymerization. Classification Chemistry classifies monomers by type, and two broad classes based on the type of polymer they form. By type: * natural vs synthetic, e.g. glycine vs caprolactam, respectively * polar vs nonpolar, e.g. vinyl acetate vs ethylene, respectively * cyclic vs linear, e.g. ethylene oxide vs ethylene glycol, respectively By type of polymer they form: * those that participate in condensation polymerization * those that participate in addition polymerization Differing stoichiometry causes each class to create its respective form of polymer. : The polymerization of one kind of monomer gives a homopolymer. Many polymers are copolymers, meaning that they are derived from two different monomers. In the case of condensation polymerizations, t ...
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American Conference Of Governmental Industrial Hygienists
The American Conference of Governmental Industrial Hygienists (ACGIH) is a professional association of industrial hygienists and practitioners of related professions, with headquarters in Cincinnati, Ohio. One of its goals is to advance worker protection by providing timely, objective, scientific information to occupational and environmental health professionals. History The National Conference of Governmental Industrial Hygienists (NCGIH) convened on June 27, 1938, in Washington, D.C. NCGIH's original constitution limited full membership to two representatives from each governmental industrial hygiene agency. Associate membership was made available to other professional personnel of the agencies holding full memberships, and also to personnel of educational institutions engaged in teaching industrial hygiene. Governmental industrial hygiene personnel of other countries were eligible for affiliated membership. The Conference came into being with 59 members, one affiliated me ...
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