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Aryl group

From Wikipedia, the free encyclopedia
Molecular groups or substituents derived from an aromatic ring
This article is about the aryl organic functional group. For the covering of certain seeds, seearil.
Aphenyl group is the simplestaryl group, here bonded to an "R" group.

Inorganic chemistry, anaryl is anyfunctional group orsubstituent derived from anaromatic ring, usually anaromatic hydrocarbon, such asphenyl andnaphthyl.[1] "Aryl" is used for the sake of abbreviation or generalization, and "Ar" is used as a placeholder for the aryl group in chemical structure diagrams, analogous to “R” used for any organic substituent. “Ar” is not to be confused with the elemental symbol forargon.

A simple aryl group isphenyl (C6H5), a group derived frombenzene. Examples of other aryl groups consist of:

  • Thetolyl group (CH3C6H4) which is derived fromtoluene (methylbenzene)
  • Thexylyl group ((CH3)2C6H3), which is derived fromxylene (dimethylbenzene)
  • Thenaphthyl group (C10H7), which is derived fromnaphthalene

Arylation is the process in which an aryl group is attached to a substituent. It is typically achieved bycross-coupling reactions.

Nomenclature

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The simplest aryl group isphenyl, which is made up of a benzene ring with one of its hydrogen atom replaced by some substituent, and has the molecular formulaC6H5. Note that a phenyl group is not the same as abenzyl group, the latter consisting of a phenyl group attached to a methyl group and a molecular formula ofC6H5CH2.[2]

Phenol (or hydroxybenzene)

To name compounds containing phenyl groups, the phenyl group can be taken to be the parent hydrocarbon and be represented by the suffix"– benzene". Alternatively, the phenyl group could be treated as the substituent, being described within the name as "phenyl". This is usually done when the group attached to the phenyl group consists of six or more carbon atoms.[3]

As an example, consider a hydroxyl group connected to a phenyl group. In this case, if the phenyl group were taken to be the parent hydrocarbon, the compound would be named hydroxybenzene. Alternatively, and more commonly, the hydroxyl group could be taken as the parent group and the phenyl group treated as the substituent, resulting in the more familiar namephenol.[4]

Reactions

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Main article:arene

See also

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References

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  1. ^IUPAC,Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "aryl groups".doi:10.1351/goldbook.A00464
  2. ^Carey, Francis; Sundberg, Richard (2008).Advanced Organic Chemistry, Part A: Structure and Mechanisms (5th ed.). Springer.
  3. ^IUPAC, Commission on Nomenclature of Organic Chemistry (1993).A Guide to IUPAC Nomenclature of Organic Compounds (Recommendations 1993). Blackwell Scientific Publications. Archived fromthe original on 2014-02-08. Retrieved2017-10-26 – via acdlabs.com.
  4. ^Brown, William Henry (2018).Organic chemistry. Brent L. Iverson, Eric V. Anslyn, Christopher S. Foote (8th ed.). Boston, MA.ISBN 978-1-305-58035-0.OCLC 974377227.{{cite book}}: CS1 maint: location missing publisher (link)
  5. ^Bock KW, Köhle C (2006). "Ah receptor: dioxin-mediated toxic responses as hints to deregulated physiologic functions".Biochem. Pharmacol.72 (4):393–404.doi:10.1016/j.bcp.2006.01.017.PMID 16545780.

External links

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Authority control databases: NationalEdit this at Wikidata
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