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Isobutylene
Isobutylene (or 2-methylpropene) is a hydrocarbon with the chemical formula . It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value. Production Polymer and chemical grade isobutylene is typically obtained by dehydrating tertiary butyl alcohol (TBA) or catalytic dehydrogenation of isobutane (Catofin or similar processes).. Gasoline additives methyl tert-butyl ether (MTBE) and ethyl tert-butyl ether (ETBE), respectively, are produced by reacting methanol or ethanol with isobutylene contained in butene streams from olefin steam crackers or refineries, or with isobutylene from dehydrated TBA. Isobutylene is not isolated from the olefin or refinery butene stream before the reaction, as separating the ethers from the remaining butenes is simpler. Isobutylene can also be produced in high purities by "back-cracking" MTBE or ETBE at high temperatures and then separating the isobuty ...
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Butyl Rubber
Butyl rubber, sometimes just called "butyl", is a synthetic rubber, a copolymer of isobutylene with isoprene. The abbreviation IIR stands for isobutylene isoprene rubber. Polyisobutylene, also known as "PIB" or polyisobutene, (C4H8)n, is the homopolymer of isobutylene, or 2-methyl-1-propene, on which butyl rubber is based. Butyl rubber is produced by polymerization of about 98% of isobutylene with about 2% of isoprene. Structurally, polyisobutylene resembles polypropylene, but has two methyl groups substituted on every other carbon atom, rather than one. Polyisobutylene is a colorless to light yellow viscoelastic material. It is generally odorless and tasteless, though it may exhibit a slight characteristic odor. Properties Butyl rubber has excellent impermeability to gas diffusion, and the long polyisobutylene segments of its polymer chains give it good flex properties. The formula for PIB is: –(–CH2–C(CH3)2–)n– The formula for IIR is: It can be made from the mono ...
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Methyl Tert-butyl Ether
Methyl ''tertiary''-butyl ether (MTBE), also known as methyl tert-butyl ether and ''tert''-butyl methyl ether, is an organic compound with a structural formula (CH3)3COCH3. MTBE is a volatile, flammable, and colorless liquid that is sparingly soluble in water. Primarily used as a fuel additive, MTBE is blended into gasoline to increase its octane rating and knock resistance, and reduce unwanted emissions. Production and properties MTBE is manufactured via the chemical reaction of methanol and isobutylene. Methanol is primarily derived from natural gas, where steam reforming converts the various light hydrocarbons in natural gas (primarily methane) into carbon monoxide and hydrogen. The resulting gases then further react in the presence of a catalyst to form methanol. Isobutylene can be produced through a variety of methods. One process the isomerization of ''n''-butane into isobutane, which then undergoes dehydrogenation to form the isobutylene. In the Halcon process, t-Buty ...
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Butene
Butene, also known as butylene, is an alkene with the formula . The word ''butene'' may refer to any of the individual compounds. They are colourless gases that are present in crude oil as a minor constituent in quantities that are too small for viable extraction. Butene is therefore obtained by catalytic cracking of long-chain hydrocarbons left during refining of crude oil. Cracking produces a mixture of products, and the butene is extracted from this by fractional distillation. Butene can be used as the monomer for polybutene, but this polymer is more expensive than alternatives with shorter carbon chains such as polypropylene. Polybutene is therefore used in more specialized applications. Butenes are more commonly used to make copolymer (mixed with another monomer such as ethylene). Isomers Among the molecules which have the chemical formula four isomers are alkenes. All four of these hydrocarbons have four carbon atoms and one double bond in their molecules, but have d ...
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Isomers Of Butylene
Butene, also known as butylene, is an alkene with the formula . The word ''butene'' may refer to any of the individual compounds. They are colourless gases that are present in crude oil as a minor constituent in quantities that are too small for viable extraction. Butene is therefore obtained by catalytic cracking of long-chain hydrocarbons left during refining of crude oil. Cracking produces a mixture of products, and the butene is extracted from this by fractional distillation. Butene can be used as the monomer for polybutene, but this polymer is more expensive than alternatives with shorter carbon chains such as polypropylene. Polybutene is therefore used in more specialized applications. Butenes are more commonly used to make copolymer (mixed with another monomer such as ethylene). Isomers Among the molecules which have the chemical formula four isomers are alkenes. All four of these hydrocarbons have four carbon atoms and one double bond in their molecules, but have d ...
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Isooctane
2,2,4-Trimethylpentane, also known as isooctane or iso-octane, is an organic compound with the formula (CH3)3CCH2CH(CH3)2. It is one of several isomers of octane (C8H18). This particular isomer is the standard 100 point on the octane rating scale (the zero point is ''n''-heptane). It is an important component of gasoline, frequently used in relatively large proportions (around 10%) to increase the knock resistance of fuel. Strictly speaking, if the standard meaning of ‘iso’ is followed, the name ''isooctane'' should be reserved for the isomer 2-methylheptane. However, 2,2,4-trimethylpentane is by far the most important isomer of octane and historically it has been assigned this name. Production Isooctane is produced on a massive scale in the petroleum industry by alkylation of isobutene with isobutane. This process is conducted in alkylation units in the presence of acid catalysts. It can also be produced from isobutylene by dimerization using an Amberlyst catalys ...
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Ethyl Tert-butyl Ether
Ethyl ''tertiary''-butyl ether (ETBE), also known as ethyl ''tert''-butyl ether, is commonly used as an oxygenate gasoline additive in the production of gasoline from crude oil. ETBE offers equal or greater air quality benefits than ethanol, while being technically and logistically less challenging. Unlike ethanol, ETBE does not induce evaporation of gasoline, which is one of the causes of smog, and does not absorb moisture from the atmosphere. Production Ethyl tert-butyl ether is manufactured industrially by the acidic etherification of isobutylene with ethanol at a temperature of 30–110 °C and a pressure of 0,8–1,3 MPa. The reaction is carried out with an acidic ion-exchange resin as a catalyst. Suitable reactors are fixed-bed reactors such as tube bundle or circulation reactors in which the reflux can be cooled optionally. Ethanol, produced by fermentation and distillation, is more expensive than methanol, which is derived from natural gas. Therefore, ...
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Tertiary Butyl Alcohol
''tert''-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as ''t''-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. ''tert''-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor. It is miscible with water, ethanol and diethyl ether. Natural occurrence ''tert''-Butyl alcohol has been identified in beer and chickpeas. It is also found in cassava, which is used as a fermentation ingredient in certain alcoholic beverages. Preparation ''tert''-Butyl alcohol is derived commercially from isobutane as a coproduct of propylene oxide production. It can also be produced by the catalytic hydration of isobutylene, or by a Grignard reaction between acetone and methylmagnesium chloride. Purification cannot be performed by simple distillation due to formation of an azeotrope with water, although initial drying of the solvent containing large amounts of water is performed by addi ...
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Alkene
In organic chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond. Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.H. Stephen Stoker (2015): General, Organic, and Biological Chemistry'. 1232 pages. Two general types of monoalkenes are distinguished: terminal and internal. Also called α-olefins, terminal alkenes are more useful. However, the International Union of Pure and Applied Chemistry (IUPAC) recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with ...
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Butylated Hydroxytoluene
Butylated hydroxytoluene (BHT), also known as dibutylhydroxytoluene, is a lipophilic organic compound, chemically a derivative of phenol, that is useful for its antioxidant properties. BHT is widely used to prevent free radical-mediated oxidation in fluids (e.g. fuels, oils) and other materials, and the regulations overseen by the U.S. F.D.A.—which considers BHT to be " generally recognized as safe"—allow small amounts to be added to foods. Despite this, and the earlier determination by the National Cancer Institute that BHT was noncarcinogenic in an animal model, societal concerns over its broad use have been expressed. BHT has also been postulated as an antiviral drug, but as of December 2022 , use of BHT as a drug is not supported by the scientific literature and it has not been approved by any drug regulatory agency for use as an antiviral. Natural occurrence Phytoplankton, including the green algae '' Botryococcus braunii'', as well as three different cyanobacter ...
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Butylated Hydroxyanisole
Butylated hydroxyanisole (BHA) is a synthetic, waxy, solid petrochemical. Its antioxidant properties have caused it to be widely used as a preservative in food, food packaging, animal feed, cosmetics, pharmaceuticals, rubber, and petroleum products. BHA has been used in food since around 1947. Chemistry BHA consists of a mixture of two isomeric organic compounds, 2-''tert''-butyl-4-hydroxyanisole and 3-''tert''-butyl-4-hydroxyanisole. It is prepared from 4-methoxyphenol and isobutylene. The conjugated aromatic ring of BHA is able to stabilize free radicals, sequestering them. By acting as free radical scavengers, further free radical reactions are prevented. Applications Since 1947, BHA has been added to edible fats and fat-containing foods for its antioxidant properties as it prevents rancidification of food which creates objectionable odors. It has been assigned the E number E320. It is often combined with a similar chemical, butylated hydroxytoluene (BHT). BHA also is ...
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Tert-Butylamine
''tert''-Butylamine is an organic chemical compound with the formula (CH3)3CNH2. It is a colorless liquid with a typical amine-like odor. ''tert''-Butylamine is one of the four isomeric amines of butane, the others being ''n''-butylamine, ''sec''-butylamine and isobutylamine. Preparation ''tert''-Butylamine is produced commercially by direct amination of isobutylene using zeolite catalysts: :NH3 + CH2=C(CH3)2 → H2NC(CH3)3 The Ritter reaction of isobutene with hydrogen cyanide is not useful because it produces too much waste. :(CH3)2C=CH2 + HCN + H2O → (CH3)3CNHCHO :(CH3)3CNHCHO + H2O → (CH3)3CNH2 + HCO2H In the laboratory, it can be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via ''tert''-butylphthalimide. Uses ''tert''-Butylamine is used as an intermediate in the preparation of the sulfenamides such as ''N''-''tert''-butyl-2-benzothiazylsulfenamide and ''N''-''tert''-butyl-2-benzothiazylsulfenimide. As rubber accelerators, ...
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Ethenolysis
In organic chemistry, ethenolysis is a chemical process in which internal olefins are degraded using ethylene () as the reagent. The reaction is an example of cross metathesis. The utility of the reaction is driven by the low cost of ethylene as a reagent and its selectivity. It produces compounds with terminal alkene functional groups (α-olefins), which are more amenable to other reactions such as polymerization and hydroformylation. The general reaction equation is: :\ce + \longrightarrow \ce + \ce Ethenolysis is a form of methylenation, i.e., the installation of methylene () groups. Applications Using ethenolysis, higher molecular weight internal alkenes can be converted to more valuable terminal alkenes. The Shell higher olefin process (SHOP process) uses ethenolysis on an industrial scale. The SHOP α-olefin mixtures are separated by distillation, the higher molecular weight fractions are isomerized by alkaline alumina catalysts in the liquid phase. The resulti ...
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