Isophthalonitrile
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Isophthalonitrile
Isophthalonitrile is an organic compound with the formula C6H4(CN)2. Two other isomers exist, phthalonitrile and terephthalonitrile. All three isomers are produced commercially by ammoxidation of the corresponding xylene isomers. Isophthalonitrile is a colorless or white solid with low solubility in water.{{Ullmann, doi=10.1002/14356007.a17_363, title=Nitriles, year=2000, last1=Pollak, first1=Peter, last2=Romeder, first2=Gérard, last3=Hagedorn, first3=Ferdinand, last4=Gelbke, first4=Heinz-Peter, isbn=3527306730 Hydrogenation of isophthalonitrile affords m-xylylenediamine, a curing agent in epoxy resins and a component of some urethanes. Safety LD50 In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the ... (rat, oral) is 288 mg/kg. References Benzonitriles ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. 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, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ...
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Phthalonitrile
Phthalonitrile is an organic compound with the formula C6H4(CN)2, which is an off-white crystal solid at room temperature. It is a derivative of benzene, containing two adjacent nitrile groups. The compound has low solubility in water but is soluble in common organic solvents. The compound is used as a precursor to phthalocyanine and other pigments, fluorescent brighteners, and photographic sensitizers. Synthesis Phthalonitrile is produced industrially in a single-stage continuous process, by the ammoxidation of ''o''-xylene at 480 °C. The reaction is catalyzed by vanadium oxide-antimony-oxide in a fluidized bed reactor.Lorz, Peter M. "Phthalic Acid and Derivatives" in Ulmanns Encyclopedia of Industrial Chemistry. Wiley-VCH: Weinheim, 2002. . : Phthalonitrile was first described in 1896 by Johannes Pinnow. It was noted as a byproduct of the synthesis of ortho-dicyanodiazoamidobenzene via the reaction of ortho-amidobenzonitrile hydrochloride, sodium nitrite, and hydroc ...
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Terephthalonitrile
1,4-Dicyanobenzene is an organic compound with the formula C6H4(CN)2. Two other isomers exist, phthalonitrile and isophthalonitrile. All three isomers are produced commercially by ammoxidation of the corresponding xylene isomers. 1,4-Dicyanobenzene is a colorless or white solid with low solubility in water. Hydrogenation of isophthalonitrile affords p-xylylenediamine. 1,4-dicyanobenzene is electrochemically active, forming a stable persistent radical at anodes. For this reason, it has been used as a catalyst for automated reaction discovery Automation describes a wide range of technologies that reduce human intervention in processes, namely by predetermining decision criteria, subprocess relationships, and related actions, as well as embodying those predeterminations in machines ..., testing whether other species are redox active. Safety The (rat, oral) is 6400 mg/kg. References {{DEFAULTSORT:Dicyanobenzene, 1,4- Benzonitriles ...
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Ammoxidation
In organic chemistry, ammoxidation is a process for the production of nitriles () using ammonia () and oxygen (). It is sometimes called the SOHIO process, acknowledging that ammoxidation was developed at Standard Oil of Ohio. The usual substrates are alkenes. Several million tons of acrylonitrile are produced in this way annually: :CH3CH=CH2 + 3/2 O2 + NH3 -> N#CCH=CH2 + 3 H2O Scope Ammoxidation of alkenes exploits the weak C-H bonds that are located in the allylic position of unsaturated hydrocarbons. Benzylic C-H bonds are also susceptible to ammoxidation, reflecting the weakness of their C-H bonds. Benzonitrile is produced from toluene, and phthalonitriles are produced from xylenes. The reaction represents a partial oxidation. Many byproducts are generated, but the feedstocks are often simple, which compensates for these losses. Additionally, some byproducts are useful or recyclable. For the production of acrylonitrile, byproducts include hydrogen cyanide, acrole ...
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Xylene
In organic chemistry, xylene or xylol (; IUPAC name: dimethylbenzene) are any of three organic compounds with the formula . They are derived from the substitution of two hydrogen atoms with methyl groups in a benzene ring; which hydrogens are substituted determines which of three structural isomers results. It is a colorless, flammable, slightly greasy liquid of great industrial value. The mixture is referred to as both xylene and, more precisely, xylenes. Mixed xylenes refers to a mixture of the xylenes plus ethylbenzene. The four compounds have identical empirical formulas . Typically the four compounds are produced together by various catalytic reforming and pyrolysis methods. Occurrence and production Xylenes are an important petrochemical produced by catalytic reforming and also by carbonization, coal carbonisation in the manufacture of coke (fuel), coke fuel. They also occur in crude oil in concentrations of about 0.5–1%, depending on the source. Small quantities occur ...
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M-Xylylenediamine
''m''-Xylylenediamine is an organic compound with the formula C6H4(CH2NH2)2. A colorless oily liquid, it is produced by hydrogenation of isophthalonitrile. Uses and reactions ''m''-Xylylenediamine (MXDA) is used in a variety of industrial applications including amine based curing agents for epoxy resins which may then be formulated into coatings, adhesives, sealants, and elastomers. ''m''-Xylylenediamine undergoes to Sommelet reaction to give isophthalaldehyde. Hazards Exposure to ''m''-xylylenediamine may occur by inhalation, skin contact, eye exposure, or ingestion. It can cause chemical burns, tissue damage, delayed pulmonary edema, shock, and skin sensitization. Symptoms of inhalation include a burning sensation in the respiratory tract, cough, sore throat, labored breathing, and dyspnea (shortness of breath). It is also flammable and produces toxic fumes when burned. ''m''-Xylylenediamine reacts with acids, acid chlorides, and acid anhydride An acid anhydride is a type of ...
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Polyurethane
Polyurethane (; often abbreviated PUR and PU) refers to a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethane is produced from a wide range of starting materials. This chemical variety produces polyurethanes with different chemical structures leading to many List of polyurethane applications, different applications. These include rigid and flexible foams, varnishes and coatings, adhesives, Potting (electronics), electrical potting compounds, and fibers such as spandex and Polyurethane laminate, PUL. Foams are the largest application accounting for 67% of all polyurethane produced in 2016. A polyurethane is typically produced by reacting an isocyanate with a polyol. Since a polyurethane contains two types of monomers, which polymerize one after the other, they are classed as Copolymer#Alternating copolymers, alternating copolymers. Both the isocy ...
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LD50
In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the dose required to kill half the members of a tested population after a specified test duration. LD50 figures are frequently used as a general indicator of a substance's acute toxicity. A lower LD50 is indicative of increased toxicity. The test was created by J.W. Trevan in 1927. The term semilethal dose is occasionally used in the same sense, in particular with translations of foreign language text, but can also refer to a sublethal dose. LD50 is usually determined by tests on animals such as laboratory mice. In 2011, the U.S. Food and Drug Administration approved alternative methods to LD50 for testing the cosmetic drug Botox without animal tests. Conventions The LD50 is usually expressed as the mass of substance administered per unit ...
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