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Revision as of 13:24, 2 December 2010 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi← Previous edit Latest revision as of 10:07, 21 October 2024 edit undoJWBE (talk | contribs)Extended confirmed users10,126 edits added Category:4-Hydroxyphenyl compounds using HotCat 
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{{chembox {{chembox
| verifiedrevid = 400116938 | verifiedrevid = 400118162
|ImageFile=Indophenol.svg | ImageFile=Indophenol.svg
| ImageFile1 = Indophenol-3D-spacefill.png
⚫ |ImageSize=
| ImageAlt1 = Indophenol molecule
⚫ |IUPACName=4-(4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
| ImageFile2 = Indophenol.jpg
|OtherNames=
⚫ | ImageSize=220
⚫ | IUPACName=4-(4-hydroxyphenyl)iminocyclohexa-2,5-dien-1-one
| OtherNames=Benzenoneindophenol, phenolindophenol<ref name=b1/>
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9951 | ChemSpiderID = 9951
| InChI = 1/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H | InChI = 1/C12H9NO2/c14-11-5-1-9(2-6-11)13-10-3-7-12(15)8-4-10/h1-8,14H
Line 14: Line 17:
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = RSAZYXZUJROYKR-UHFFFAOYSA-N | StdInChIKey = RSAZYXZUJROYKR-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=500-85-6 | CASNo=500-85-6
| UNII_Ref = {{fdacite|correct|FDA}}
⚫ | PubChem=10379
| UNII = BW444H326B
⚫ | SMILES = O=C/2/C=C\C(=N\c1ccc(O)cc1)\C=C\2
⚫ | PubChem=10379
⚫ | SMILES = O=C/2/C=C\C(=N\c1ccc(O)cc1)\C=C\2
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C = 12 | H = 9 | N = 1 | O = 2 | C=12 | H=9 | N=1 | O=2
| Appearance= | Appearance=Reddish-blue powder<ref name=b1/>
| Density= | Density=
| MeltingPt= | MeltingPt= above 300 °C
| MeltingPt_ref =<ref name=b1>{{cite book|author=Sabnis, R. W. |title=Handbook of Acid-Base Indicators|url=https://books.google.com/books?id=EzDbTL9Oah0C&pg=PA196|date=2007|publisher=CRC Press|isbn=978-0-8493-8219-2|page=196}}</ref>
| BoilingPt=
| Solubility= | BoilingPt=
| Solubility=
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}


'''Indophenol''' is an ] with the formula OC<sub>6</sub>H<sub>4</sub>NC<sub>6</sub>H<sub>4</sub>OH. It is deep blue ] that is the product of the ], a common test for ammonia.<ref>{{cite journal|doi=10.1021/ac50011a034|title=Spectrophotometric and kinetics investigation of the Berthelot reaction for the determination of ammonia|journal=Analytical Chemistry|volume=49|issue=3|pages=464–469|year=1977|last1=Patton|first1=Charles J.|last2=Crouch|first2=S. R.}}</ref> The indophenol group, with various substituents in place of O''H'' and various ring substitutions, is found in many dyes used in ] and textiles.<ref>{{cite encyclopedia|author=Horst Berneth|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|year=2002|publisher=Wiley-VCH|place=Weinheim|doi=10.1002/14356007.a03_213.pub2|isbn=978-3527306732|chapter=Azine Dyes}}</ref>
'''Indophenol''' is an artificial blue ] ], obtained by the action of ] on certain ] derivatives of ].<ref></ref> Indophenol resembles the color ] in appearance. ] (DCPIP), a form of indophenol, is often used to determine the presence of ], or ].<ref></ref>


Indophenol is used in hair dyes, lubricants, ] materials, ]s, ]s and ]. It is an environmental pollutant and is toxic to fish.<ref name=b1/><ref>{{Cite web|title=Indophenol I5763|url=https://www.sigmaaldrich.com/catalog/product/sigma/i5763|access-date=2020-06-11|website=500-85-6}}</ref>
The formation of indophenol is used to determine ] and ] by spectrophotometry.<ref>Tsuboi, T.; Hirano, Y.; Shibata, Y.; Motomizu, S.: Sensitivity Improvement of Ammonia Determination Based on Flow-Injection Indophenol Spectrophotometry with Manganese(II) Ion as a Catalyst and Analysis of Exhaust Gas of Thermal Power Plant, Analytical Sciences, October 2002, Vol. 18, pp. 1141/4</ref>


==Berthelot test==
Indophenol blue (CAS 132-31-0) is a completely different molecule with ] ''N-(p-dimethylaminophenyl)-1,4-naphthoquinoneimine''.<ref></ref>
In the ] (1859), a sample suspected of containing ammonia is treated with ] and ]. The formation of indophenol is used to determine ] and ] by ].<ref>{{cite journal|pmid=12400662|year=2002|last1=Tsuboi|first1=T.|title=Sensitivity improvement of ammonia determination based on flow-injection indophenol spectrophotometry with manganese(II) ion as a catalyst and analysis of exhaust gas of thermal power plant|journal=Analytical Sciences |volume=18|issue=10|pages=1141–4|last2=Hirano|first2=Y.|last3=Shibata|first3=Y.|last4=Motomizu|first4=S.}}</ref> Other phenols can be used. ] (DCPIP), a form of indophenol, is often used to determine the presence of ] (]).<ref>{{cite journal|doi=10.1002/jps.2600720208|title=Titrimetric Determination of Ascorbic Acid with 2,6-Dichlorophenol Indophenol in Commercial Liquid Diets|journal=Journal of Pharmaceutical Sciences|volume=72|issue=2|pages=126–129|year=1983|last1=Hughes|first1=David Emlyn}}</ref>

==Related compounds==
Indophenol blue is a different compound with ] ''N-(p-dimethylaminophenyl)-1,4-naphthoquinoneimine''.<ref>{{cite journal|doi=10.1126/science.139.3557.835 |title=Indophenol Blue as a Chromogenic Agent for Identification of Halogenated Aromatic Hydrocarbons |journal=Science |volume=139 |issue=3557 |pages=835–836 |year=1963 |last1=Graham |first1=S. O. |bibcode=1963Sci...139..835G }}</ref>
]{{clear-left}}


==References== ==References==
{{Commons category|Indophenol}}
<references/> <references/>


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