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Aromatic compound information


2D model of a benzene molecule. The carbon "ring" is what makes benzene "aromatic".

Aromatic compounds or arenes usually refers to organic compounds "with a chemistry typified by benzene" and "cyclically conjugated."[1] The word "aromatic" originates from the past grouping of molecules based on odor, before their general chemical properties were understood. The current definition of aromatic compounds does not have any relation to their odor. Aromatic compounds are now defined as cyclic compounds satisfying Hückel's Rule. Aromatic compounds have the following general properties:[citation needed]

  • Typically unreactive
  • Often non polar and hydrophobic
  • High carbon-hydrogen ratio
  • Burn with a strong sooty yellow flame, due to high C:H ratio
  • Undergo electrophilic substitution reactions and nucleophilic aromatic substitutions[2]

Arenes are typically split into two categories - benzoids, that contain a benzene derivative and follow the benzene ring model, and non-benzoids that contain other aromatic cyclic derivatives.[citation needed] Aromatic compounds are commonly used in organic synthesis and are involved in many reaction types, following both additions and removals, as well as saturation and dearomatization.

  1. ^ "Aromatic". IUPAC GoldBook. Retrieved 2023-11-06.
  2. ^ Smith, Michael B.; March, Jerry (2007), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.), New York: Wiley-Interscience, ISBN 978-0-471-72091-1

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Aromatic compound

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Arene substitution pattern

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between a diazonium compound (R−N≡N+) and another aromatic compound that produces an azo compound (R−N=N−R’). In this electrophilic aromatic substitution reaction...

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Aromatic amine

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Nitro compound

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presence of nitro groups in aromatic compounds retards electrophilic aromatic substitution but facilitates nucleophilic aromatic substitution. Nitro groups...

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three-membered cyclopropane ((CH2)3). Saturated cyclic compounds contain single bonds only, whereas aromatic rings have an alternating (or conjugated) double...

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opposed to aromaticity. Unlike aromatic compounds, which follow Hückel's rule ([4n+2] π electrons) and are highly stable, antiaromatic compounds are highly...

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Conjugated system

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effects. Cyclic compounds can be partly or completely conjugated. Annulenes, completely conjugated monocyclic hydrocarbons, may be aromatic, nonaromatic...

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Aromatic ring current

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assumed to be realized for a fully aromatic system. An aromatic compound has HOMA value 1 whereas a non-aromatic compound has value 0. For all-carbon systems...

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Substitution reaction

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group in the process. Aromatic substitution occurs on compounds with systems of double bonds connected in rings. See aromatic compounds for more. Electrophiles...

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Aroma of wine

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desirable aromatics in the wine. Some of the identified aroma compounds include the following: Methoxypyrazine – grassy, herbaceous aroma compound associated...

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Simple aromatic ring

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Aryl halide

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(also known as haloarene) is an aromatic compound in which one or more hydrogen atoms, directly bonded to an aromatic ring are replaced by a halide. The...

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Polycyclic compound

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compound is an organic compound featuring several closed rings of atoms, primarily carbon. These ring substructures include cycloalkanes, aromatics,...

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Aromatic acid

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Aniline point

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aromatic compounds in the oil, since the miscibility of aniline, which is also an aromatic compound suggests the presence of similar (i.e. aromatic)...

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Diazonium compound

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After electrophilic aromatic substitution, diazonium chemistry is the most frequently applied strategy to prepare aromatic compounds. Alkanediazonium salts...

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Halogenation

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measures of the degree of unsaturation for fats and other organic compounds. Aromatic compounds are subject to electrophilic halogenation: R−C6H5 + X2 → HX...

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Electrophilic substitution

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group in a compound, which is typically, but not always, aromatic. Aromatic substitution reactions are characteristic of aromatic compounds and are common...

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Benzimidazole

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