naphthalene iupac name

naphthalene iupac name

Chemical Formula: C 10 H 8. click here for details. Symptoms include fatigue, lack of appetite, restlessness, and pale skin. In North America, coal tar producers are Koppers Inc. and Recochem Inc., and petroleum-derived produer is Advanced Aromatics, L.P.. The hydrogenated naphthalenes tetrahydronaphthalene (tetralin) and decahydronaphthalene (decalin) are used as low-volatility solvents. IUPAC Name: naphthalene . Two isomers are possible for mono-substituted naphthalenes, corresponding to substitution at an alpha or beta position. While the composition of coal tar varies with the coal from which it is produced, typical coal tar is about 10% naphthalene by weight. Most naphthalene is derived from coal tar. Naphthalene IUPAC name: Naphthalene Other names Tar Camphor, White Tar, Moth Flakes Identifiers CAS number: 91-20-3: RTECS number: QJ0525000 SMILES: c1cccc2c1cccc2: Properties Molecular … Other naphthalene-derived chemicals include alkyl naphthalene sulfonate surfactants, naphthalene sulfonate polymer plasticizer and the insecticide carbaryl. naphthalene - chemical information, properties, structures, articles, patents and more chemical data. Find out more about the company LUMITOS and our team. Oxidation with chromate or permanganate, or catalytic oxidation with O2 and a vanadium catalyst, gives phthalic acid. Other fumigant uses of naphthalene include use in soil as a fumigant pesticide, and in attic spaces to repel animals and insects. Naphthalene vapour can also slow the onset of rust[citation needed], such as the use of moth balls in a tool box. Trace amounts of naphthalene are produced by magnolias and specific types of deer. Sulfonation, however, gives a mixture of the "alpha" product 1-naphthalenesulfonic acid and the "beta" product 2-naphthalenesulfonic acid, with the ratio dependent on reaction conditions. Decahydronaphthalene (the fully saturated analog of naphthalene). In 1819–1820, at least two chemists reported a white solid with a pungent odor derived from the distillation of coal tar. Larger volumes of naphthalene are used as a chemical intermediate to produce other chemicals. From the 1960s until the 1990s, significant amounts of naphthalene were also produced from heavy petroleum fractions during petroleum refining, but today petroleum-derived naphthalene represents only a minor component of naphthalene production. IUPAC name/number. For many electrophilic aromatic substitution reactions, naphthalene is more reactive than benzene, reacting under milder conditions than does benzene. In the past, naphthalene was administered orally to kill parasitic worms in livestock. Print infocard. The bonds C1–C2, C3–C4, C5–C6 and C7–C8 are about 1.36 Å (136 pm) in length, whereas the other carbon-carbon bonds are about 1.42 Å (142 pm) long. In 1821, John Kidd described many of this substance's properties and the means of its production, and proposed the name naphthaline, as it had been derived from a kind of naphtha (a broad term encompassing any volatile, flammable liquid hydrocarbon mixture, including coal tar). Exposure to large amounts of naphthalene may cause nausea, vomiting, diarrhea, blood in the urine, and jaundice (yellow coloration of the skin). Substance identity Substance identity. ... Search for: naphthalene . Naphthalene-d8, analytical standard. For beta substitution, the intermediate has only six resonance structures, and only two of these are aromatic. Read what you need to know about our industry portal chemeurope.com. Naphthalene-d8, 99 atom % D, >=98% (CP) Naphthalene D8 1000 microg/mL in Dichloromethane. Over 400 million people have an inherited condition called glucose-6-phosphate dehydrogenase deficiency. The selectivity for alpha over beta substitution can be rationalized in terms of the resonance structures of the intermediate: for the alpha substitution intermediate, seven resonance structures can be drawn, of which four preserve an aromatic ring. (In organic chemistry, rings are fused if they share two or more atoms.) A naphthalene molecule can be viewed as the fusion of a pair of benzene rings. Humans, particularly children, have developed this condition, known as hemolytic anemia, after ingesting mothballs or deodorant blocks containing naphthalene. The carbon atoms in the chemical structure of naphthalene are … With an accout for my.chemeurope.com you can always see everything at a glance – and you can configure your own website and individual newsletter. EINECS 214-552-7. Bicyclo[4.4.0]deca-1,3,5,7,9-pentaene. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE. Similarly, while both benzene and naphthalene can be alkylated using Friedel-Crafts reactions, naphthalene can also be alkylated by reaction with alkenes or alcohols, with sulfuric or phosphoric acid as the catalyst. Perdeuterated naphthalene. This has been verified by x-ray diffraction, and is consistent with the valence bond model of bonding in napthalene which involves three resonance structures (as shown below); while the bonds C1–C2, C3–C4, C5–C6 and C7–C8 are double in two of the three structures, the others are double in only one. To use all the functions on Chemie.DE please activate JavaScript. An IUPAC name is based on the international standard chemical nomenclature set by the International Union of Pure and Applied Chemistry (IUPAC). Isotopologues: Naphthalene-D8 The structure of two fuse… New Window. Further hydrogenation yields decahydronaphthalene or decalin (C10H18). The chief impurity is the sulfur-containing aromatic compound benzothiophene. The single largest use of naphthalene is the industrial production of phthalic anhydride (although more phthalic anhydride is made from o-xylene than from naphthalene). In 1821, John Kidd described many of this substance's properties and the means of its production, and proposed the name naphthaline, as it had been derived from a kind of naphtha (a broad term encompassing any volatile, flammable liquid hydrocarbon mixture, including coal tar). ... Naphthalene is a crystalline, white hydrocarbon, with a strong smell. DTXSID10894058. Accordingly, naphthalene is classified as a benzenoid polycyclic aromatic hydrocarbon (PAH). Naphthalene is the most abundant single component of coal tar. Find out how LUMITOS supports you with online marketing. The structure of two fused benzene rings was proposed by Emil Erlenmeyer in 1866,[2] and confirmed by Carl Graebe three years later. [1]. Naphthalene. Categories: Hydrocarbons | Simple aromatic rings | Antiseptics | Aromatic compounds. Naphthalenes substituted with combinations of strongly electron-donating functional groups, such as alcohols and amines, and strongly electron-withdrawing groups, especially sulfonic acids, are intermediates in the preparation of many synthetic dyes. This oil, after being washed with aqueous sodium hydroxide to remove acidic components (chiefly various phenols), and with sulfuric acid to remove basic components, is fractionally distilled to isolate naphthalene. In industrial practice, distillation of coal tar yields an oil containing about 50% naphthalene, along with a variety of other aromatic compounds. Exposure to naphthalene is more harmful for these people and may cause hemolytic anemia at lower doses.

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