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Revision as of 17:47, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 448093706 of page 3-Aminophenol for the Chem/Drugbox validation project (updated: '').  Latest revision as of 16:10, 8 June 2024 edit GreenC bot (talk | contribs)Bots2,555,705 edits Move 1 url. Wayback Medic 2.5 per WP:URLREQ#google.com/patents 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 443317671 | verifiedrevid = 477218126
| Reference=<ref> at ].</ref>
| Reference =<ref>[https://www.sigmaaldrich.com/US/en/product/aldrich/100242
| ImageFile=M-Aminophenol.svg
|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 3-Aminophenol] at ].</ref>
| ImageSize=120px
| IUPACName=3-Aminophenol | ImageFileL1 =M-Aminophenol.svg
| ImageFileR1 = 3-Aminophenol-3D-spacefill.png
| OtherNames=''m''-Aminophenol; 3-Hydroxyaniline; ''m''-Hydroxyaniline
| ImageAltR1 = 3-Aminophenol molecule
| Section1={{Chembox Identifiers
| PIN = 3-Aminophenol<ref name="IUPAC2013_690">{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = ] | date = 2014 | location = Cambridge | page = 690 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4 | quote = Only one name is retained, phenol, for C<sub>6</sub>H<sub>5</sub>-OH, both as a preferred name and for general nomenclature. The structure is substitutable at any position. Locants 2, 3, and 4 are recommended, not ''o'', ''m'', and ''p''.}}</ref>
| OtherNames = ''m''-Aminophenol<br />''meta''-Aminophenol<br />3-Hydroxyaniline<br />''m''-Hydroxyaniline<br />''meta''-Hydroxyaniline
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 11080 | ChemSpiderID = 11080
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| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C05058 | KEGG = C05058
| Gmelin = 2913
| Beilstein = 636059
| RTECS = SJ4900000
| UNNumber = 2512
| InChI = 1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 | InChI = 1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2
| InChIKey = CWLKGDAVCFYWJK-UHFFFAOYAM | InChIKey = CWLKGDAVCFYWJK-UHFFFAOYAM
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 269755 | ChEMBL = 269755
| ChEMBL2_Ref = {{ebicite|correct|EBI}}
| ChEMBL2 = 376136 | ChEMBL2 = 376136
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChIKey = CWLKGDAVCFYWJK-UHFFFAOYSA-N | StdInChIKey = CWLKGDAVCFYWJK-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=591-27-5 | CASNo =591-27-5
| PubChem=11568 | PubChem =11568
| EINECS = 209-711-2 | EINECS = 209-711-2
| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
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}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=6 | H=7 | N=1 | O=1
| Formula=C<sub>6</sub>H<sub>7</sub>NO
| Appearance = White orthorhombic crystals
| MolarMass=109.13 g/mol
| Density = 1.195 g/cm<sup>3</sup>
| Appearance=
| MeltingPtC = 120 to 124
| Density=
| MeltingPt_notes =
| MeltingPt=120-124 °C
| BoilingPtC = 164
| BoilingPt=164 °C at 11 mmHg
| BoilingPt_notes = at 11 mmHg
| Solubility=
| Solubility =
| pKa = {{Unbulleted list
| 4.37 (amino; 20&nbsp;°C, H<sub>2</sub>O)
| 9.82 (phenol; 20&nbsp;°C, H<sub>2</sub>O)<ref name="CRC97">{{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = ] | isbn = 978-1498754286 | pages=5–89 | title-link = CRC Handbook of Chemistry and Physics }}</ref>
}}
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards =
| FlashPt= | FlashPt =
| AutoignitionPt =
| Autoignition=
| RPhrases={{R20/22}} {{R51/53}} | GHSPictograms = {{GHS07}}{{GHS09}}
| GHSSignalWord = Warning
| SPhrases={{S28}} {{S61}}
| HPhrases = {{H-phrases|302|332|411}}
| PPhrases = {{P-phrases|261|264|270|271|273|301+312|304+312|304+340|312|330|391|501}}
| NFPA-H = 2
| NFPA-F = 0
| NFPA-R = 0
| NFPA-S =
}} }}
}} }}

'''3-Aminophenol''' is an ] with formula C<sub>6</sub>H<sub>4</sub>(NH<sub>2</sub>)(OH). It is an ] and a ]. It is the ] ] of ] and ].

==Preparation==
3-Aminophenol can be prepared by caustic ] of 3-aminobenzenesulfonic acid (i.e. heating with ] to 245&nbsp;°C for 6 hours)<ref name=Ullmann>{{cite journal|last1=Mitchell|first1=Stephen C.|last2=Waring|first2=Rosemary H.|title=Aminophenols|journal=Ullmann's Encyclopedia of Industrial Chemistry|date=2000|doi=10.1002/14356007.a02_099|isbn=9783527303854 }}</ref> or from ] via a ] with ].<ref>{{cite web|last1=Harada|first1=Haruhisa|last2=Hiroshi|first2=Maki|last3=Sasaki|first3=Shigeru|title=Method for the production of m-aminophenol EP0197633A1|date=1986|url=https://patents.google.com/patent/EP0197633A1/en|website=Google Patents|publisher=Sumitomo Chemical Company, Limited|access-date=3 February 2015}}</ref>

==Uses==
One of the most relevant applications of the substance is the synthesis of 3-(diethylamino)phenol, key intermediate for the preparation of several ]s (e.g., ]). Other uses for the compound include hair dye colorants and ]s for ]-containing ].<ref name=Ullmann />

== References ==
{{reflist}}

{{DEFAULTSORT:Aminophenol, 3-}}
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