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Aromatic sulfonation information


In organic chemistry, aromatic sulfonation is an organic reaction in which a hydrogen atom on an arene is replaced by a sulfonic acid (−SO2OH) functional group in an electrophilic aromatic substitution.[1] Aryl sulfonic acids are used as detergents, dye, and drugs.

  1. ^ March, Jerry (1985), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition, New York: Wiley, ISBN 9780471854722, OCLC 642506595.

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Aromatic sulfonation

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In organic chemistry, aromatic sulfonation is an organic reaction in which a hydrogen atom on an arene is replaced by a sulfonic acid (−SO2OH) functional...

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Electrophilic aromatic substitution

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most important electrophilic aromatic substitutions are aromatic nitration, aromatic halogenation, aromatic sulfonation, alkylation Friedel–Crafts reaction...

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Electrophilic substitution

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reactions of this type that take place are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts...

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Methanesulfonic anhydride

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sulfonatesin satisfactory yields with Ms2O. Examples of aromatic sulfonation with Ms2O: Sulfonation of chlorobenzene resulted in addition of methylsulfonyl...

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Benzenesulfonic acid

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is prepared from the sulfonation of benzene using concentrated sulfuric acid: This conversion illustrates aromatic sulfonation, which has been called...

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Indigo carmine

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5′-indigodisulfonic acid sodium salt, is an organic salt derived from indigo by aromatic sulfonation, which renders the compound soluble in water. It is approved for...

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Sulfur trioxide

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SO3 groups to substrates. Often the substrates are organic, as in aromatic sulfonation. For activated substrates, Lewis base adducts of sulfur trioxide...

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Organosulfur chemistry

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chemistry. For example, sulfa drugs are sulfonamides derived from aromatic sulfonation. Chiral sulfinamides are used in asymmetric synthesis, while sulfenamides...

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Naphthalene

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preserve an aromatic ring. For beta substitution, the intermediate has only six resonance structures, and only two of these are aromatic. Sulfonation gives...

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Lignosulfonates

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variety of groups found in the structure of lignin. Sulfonation occurs on the side chains, not on the aromatic ring like in p-toluenesulfonic acid. Kraft lignin...

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Phenanthrene

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nickel Electrophilic halogenation to 9-bromophenanthrene with bromine Aromatic sulfonation to 2 and 3-phenanthrenesulfonic acids with sulfuric acid Ozonolysis...

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Perchlorylbenzene

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materials analogous to nitro compounds. Electrophilic aromatic substitution Aromatic sulfonation Aromatic nitration Inman, C. E.; Oesterling, R. E.; Tyczkowski...

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Aniline point

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unsaturated compounds (mostly aromatics). Significant chemical functionalization of the oil (chlorination, sulfonation, etc.) can interfere with the measurement...

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Amine

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amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring. Amines, alkyl and aryl alike, are organized...

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Sodium nonanoyloxybenzenesulfonate

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reaction of nonanoic acid (or its esters) with phenol followed by aromatic sulfonation using SO3 to form a sulfonic acid at the para-position. NOBS was...

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Benzene

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chloride. Using electrophilic aromatic substitution, many functional groups are introduced onto the benzene framework. Sulfonation of benzene involves the use...

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Schiff test

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yield the "decolorized" adduct with sulfonation at the central carbon as described and shown. The free, uncharged aromatic amine groups then react with the...

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Desulfonation reaction

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naphthylsulfonic acids. It is the reverse of sulfonation. The temperature of desulfonation correlates with the ease of the sulfonation. This reactivity is exploited...

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Sulfonic acid

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called sulfonates. Aryl sulfonic acids are produced by the process of sulfonation. Usually the sulfonating agent is sulfur trioxide. A large scale application...

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Toluene

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juiːn/), also known as toluol (/ˈtɒl.ju.ɒl, -ɔːl, -oʊl/), is a substituted aromatic hydrocarbon with the chemical formula C6H5CH3, often abbreviated as PhCH3...

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Thiophene

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with the formula C4H4S. Consisting of a planar five-membered ring, it is aromatic as indicated by its extensive substitution reactions. It is a colorless...

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Pyrimidine

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Pyrimidine (C4H4N2; /pɪˈrɪ.mɪˌdiːn, paɪˈrɪ.mɪˌdiːn/) is an aromatic, heterocyclic, organic compound similar to pyridine (C5H5N). One of the three diazines...

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Triphenylphosphine

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triphenylphosphine oxide. Aromatic N-oxides are reduced to the corresponding amine in high yield at room temperature with irradiation: Sulfonation of PPh3 gives...

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Anion exchange membrane electrolysis

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Liu, Gao (March 2021). "Sulfonated aromatic polymer as a future proton exchange membrane: A review of sulfonation and crosslinking methods". Renewable...

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Anthraquinone

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Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula C 14H 8O 2. Isomers include various quinone...

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Trifluoroacetic anhydride

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Other electrophilic aromatic substitution reactions can also be promoted with trifluoroacetic anhydride, including nitration, sulfonation and nitrosylation...

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Phenol

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Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula C6H5OH. It is a white crystalline...

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Anthraquinone dyes

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nitroanthraquinone (3), which is obtained by sulfonation or nitration of anthraquinone (1). Synthesis of 1-aminoanthraquinone Sulfonation in α position is reversible and...

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