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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.}} |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 443317671 |
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| verifiedrevid = 477218126 |
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| Reference=<ref> at ].</ref> |
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| Reference =<ref>[https://www.sigmaaldrich.com/US/en/product/aldrich/100242 |
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| ImageFile=M-Aminophenol.svg |
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|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC 3-Aminophenol] at ].</ref> |
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| ImageSize=120px |
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| IUPACName=3-Aminophenol |
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| ImageFileL1 =M-Aminophenol.svg |
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| ImageFileR1 = 3-Aminophenol-3D-spacefill.png |
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| OtherNames=''m''-Aminophenol; 3-Hydroxyaniline; ''m''-Hydroxyaniline |
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| ImageAltR1 = 3-Aminophenol molecule |
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| Section1={{Chembox Identifiers |
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| 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> |
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| OtherNames = ''m''-Aminophenol<br />''meta''-Aminophenol<br />3-Hydroxyaniline<br />''m''-Hydroxyaniline<br />''meta''-Hydroxyaniline |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 11080 |
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| ChemSpiderID = 11080 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C05058 |
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| KEGG = C05058 |
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| Gmelin = 2913 |
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| Beilstein = 636059 |
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| RTECS = SJ4900000 |
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| UNNumber = 2512 |
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| InChI = 1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 |
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| InChI = 1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 |
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| InChIKey = CWLKGDAVCFYWJK-UHFFFAOYAM |
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| InChIKey = CWLKGDAVCFYWJK-UHFFFAOYAM |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 269755 |
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| ChEMBL = 269755 |
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| ChEMBL2_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL2 = 376136 |
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| ChEMBL2 = 376136 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = CWLKGDAVCFYWJK-UHFFFAOYSA-N |
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| StdInChIKey = CWLKGDAVCFYWJK-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=591-27-5 |
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| CASNo =591-27-5 |
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| PubChem=11568 |
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| PubChem =11568 |
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| EINECS = 209-711-2 |
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| EINECS = 209-711-2 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=6 | H=7 | N=1 | O=1 |
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| Formula=C<sub>6</sub>H<sub>7</sub>NO |
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| Appearance = White orthorhombic crystals |
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| MolarMass=109.13 g/mol |
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| Density = 1.195 g/cm<sup>3</sup> |
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| Appearance= |
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| MeltingPtC = 120 to 124 |
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| Density= |
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| MeltingPt_notes = |
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| MeltingPt=120-124 °C |
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| BoilingPtC = 164 |
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| BoilingPt=164 °C at 11 mmHg |
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| BoilingPt_notes = at 11 mmHg |
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| Solubility= |
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| Solubility = |
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| pKa = {{Unbulleted list |
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| 4.37 (amino; 20 °C, H<sub>2</sub>O) |
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| 9.82 (phenol; 20 °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> |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards = |
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| FlashPt= |
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| FlashPt = |
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| AutoignitionPt = |
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| Autoignition= |
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| RPhrases={{R20/22}} {{R51/53}} |
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| GHSPictograms = {{GHS07}}{{GHS09}} |
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| GHSSignalWord = Warning |
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| SPhrases={{S28}} {{S61}} |
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| HPhrases = {{H-phrases|302|332|411}} |
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| PPhrases = {{P-phrases|261|264|270|271|273|301+312|304+312|304+340|312|330|391|501}} |
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| NFPA-H = 2 |
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| NFPA-F = 0 |
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| NFPA-R = 0 |
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| NFPA-S = |
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'''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 ]. |
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==Preparation== |
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3-Aminophenol can be prepared by caustic ] of 3-aminobenzenesulfonic acid (i.e. heating with ] to 245 °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> |
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==Uses== |
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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 /> |
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== References == |
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{{reflist}} |
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{{DEFAULTSORT:Aminophenol, 3-}} |
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] |