8-Hydroxyquinoline: Difference between revisions

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{{Chembox new
| Reference = <ref>[http://www.odysseychem.net/products/148-24-3.htm Nanjing Odyssey Chemicals]</ref>
| ImageFile = 8-Hydroxyquinoline.png
| ImageSize = 150px
| IUPACName = Quinolin-8-ol
| OtherNames = 1-azanaphthalene-8-ol, Fennosan H 30, hydroxybenzopyridine, hoxybenzopyridine, oxychinolin, oxyquinoline, phenopyridine, quinophenol
| Section1 = {{Chembox Identifiers
|  CASNo = 148-24-3
|  PubChem = 1923
|  SMILES = OC1=C(N=CC=C2)C2=CC=C1
  }}
| Section2 = {{Chembox Properties
|  Formula = C<sub>9</sub>H<sub>7</sub>NO
|  MolarMass = 145.16
|  Appearance = White crystalline needles
|  Density = 1.034 g/cm<sup>3</sup>
|  MeltingPtC = 76
|  BoilingPtC = 276
|  Solubility =
  }}
| Section3 = {{Chembox Hazards
|  MainHazards = flammable
|  FlashPt =
|  Autoignition =
  }}
}}
{{CMG}}


'''8-Hydroxyquinoline''', or '''oxyquinoline''', is an [[organic compound]] with the formula C<sub>9</sub>H<sub>7</sub>NO, a derivative of [[quinoline]].  It is usually extracted from [[coal tar]].<ref>[http://www.chemistry.org/portal/a/c/s/1/acsdisplay.html?id=c373e9114f4db7be8f6a17245d830100 American Chemical Society]</ref> This white compound is widely used as a chelating agent, where it binds to metals as a bidentate ligand. It is widely used commercially, although under a variety of names.<ref name="multiple">[http://ptcl.chem.ox.ac.uk/MSDS/HY/8-hydroxyquinoline.html Oxford University 8-hydroxyquinoline Safety Data]</ref><ref>[http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC35563 Pesticide Database]</ref>
It is used as a metal [[chelation|chelator]], [[antiseptic]], [[disinfectant]] and pesticide.<ref>Phillips, J. P. “The Reactions Of 8-Quinolinol” Chemical Reviews 1956, volume 56, pp 271 - 297; DOI: 10.1021/cr50008a003</ref><ref>[http://www.online-medical-dictionary.org/8-Hydroxyquinoline.asp?q=8-Hydroxyquinoline Medical Dictionary Online]</ref> Its solution in alcohol are used as [[liquid bandage]]s. It once was of interest as an anti-cancer drug.<ref>{{cite journal |author=Shen AY, Wu SN, Chiu CT |title=Synthesis and cytotoxicity evaluation of some 8-hydroxyquinoline derivatives |journal=J. Pharm. Pharmacol. |volume=51 |issue=5 |pages=543-8 |year=1999 |pmid=10411213 |doi=}}</ref>
The roots of the invasive plant ''[[Diffuse knapweed|Centaurea diffusa]]'' release the 8-hydroxyquinoline, which has a negative effect on plants that have not [[co-evolution|co-evolved]] with it.
==Safety==
See MSDS.<ref name="multiple">[http://ptcl.chem.ox.ac.uk/MSDS/HY/8-hydroxyquinoline.html Oxford University 8-hydroxyquinoline Safety Data]</ref>
== References ==
<references/>
{{DEFAULTSORT:Hydroxyquinoline, 8-}}
{{Antiseptics and disinfectants}}
{{Gynecological anti-infectives and antiseptics}}
{{Throat preparations}}
[[Category:Antiseptics]]
[[Category:Quinolines]]
<br>
[[it:8-idrossichinolina]]
[[ru:8-оксихинолин]]
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Latest revision as of 16:40, 2 April 2015