| Revision as of 17:33, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 469623640 of page 2-Undecanone for the Chem/Drugbox validation project (updated: ''). |
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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 = 443654093 |
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| verifiedrevid = 477215677 |
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| Name = 2-Undecanone |
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| ImageFile = 2-undecanone.svg |
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| Name = 2-Undecanone |
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| ImageFile = 2-undecanone.svg |
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| ImageName = 2-undecanone |
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| ImageSize = 200px |
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| PIN = Undecan-2-one |
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| ImageName = 2-undecanone |
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| OtherNames = Methyl nonyl ketone (MNK)<br>Nonyl methyl ketone<br>Methyldecananone<br>2-Hendecanone<br>Undecanone<br>IBI-246 |
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| IUPACName = Undecan-2-one |
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|Section1={{Chembox Identifiers |
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| OtherNames = Methyl nonyl ketone (MNK)</br>Nonyl methyl ketone</br>Methyldecananone</br>2-Hendecanone</br>Undecanone</br>IBI-246 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| Section1 = {{Chembox Identifiers |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 17700 |
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| ChEBI = 17700 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| DrugBank = DB08688 |
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| DrugBank = DB08688 |
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| SMILES = O=C(CCCCCCCCC)C |
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| SMILES = O=C(CCCCCCCCC)C |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7871 |
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| ChemSpiderID = 7871 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C01875 |
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| KEGG = C01875 |
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| PubChem = 8163 |
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| EC_number = 203-937-5 |
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| ChEMBL = 1236582 |
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| 3DMet = B00364 |
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| InChI = 1/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3 |
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| InChI = 1/C11H22O/c1-3-4-5-6-7-8-9-10-11(2)12/h3-10H2,1-2H3 |
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| InChIKey = KYWIYKKSMDLRDC-UHFFFAOYAV |
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| InChIKey = KYWIYKKSMDLRDC-UHFFFAOYAV |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 112-12-9 |
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| CASNo = 112-12-9 |
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| RTECS = YQ2820000 |
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| RTECS = YQ2820000 |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=11|H=22|O=1 |
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| C=11 | H=22 | O=1 |
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| Appearance = Colorless or pale yellow liquid |
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| Appearance = Colorless liquid |
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| Density = 0.829 g/cm³, liquid |
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| Density = 0.829 g/cm<sup>3</sup>, liquid |
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| Solubility = 0.00179 g/100 mL (25 °C) |
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| Solubility = 0.00179 g/100 mL (25 °C) |
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| MeltingPtC = 15 |
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| MeltingPtC = 15 |
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| BoilingPtC = 231 |
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| BoilingPtC = 231 |
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}} |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| ExternalMSDS = |
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| ExternalSDS = |
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| NFPA-H = 1 |
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| EUClass = Flammable ('''F''')<br />Irritant ('''Xi''') |
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| NFPA-H = 1 |
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| NFPA-F = 2 |
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| NFPA-F = 2 |
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| NFPA-R = |
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| GHSPictograms = {{GHS09}} |
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| NFPA-R = |
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| GHSSignalWord = Warning |
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| RPhrases = {{R50}} {{R51}} |
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| SPhrases = {{S23}} {{S24}} {{S25}} |
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| HPhrases = {{H-phrases|400}} |
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| PPhrases = {{P-phrases|273|391|501}} |
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| FlashPt = 88 °C |
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| FlashPtC = 88 |
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}} |
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| Section8 = {{Chembox Related |
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|Section8={{Chembox Related |
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| Function = ]s |
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| OtherFunction_label = ]s |
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| OtherFunctn = ]<br />]</br>] |
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| OtherFunction = ]<br />]<br>] |
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'''2-Undecanone''', also known as '''methyl nonyl ketone''' and '''IBI-246''', is the ] with the formula CH<sub>3</sub>C(O)C<sub>9</sub>H<sub>19</sub>. It a colorless oil. It is usually produced synthetically, but it can also be extracted from various plant sources, including from essential oil of ]. It is found naturally in ]s, ]s, ], ], ], wild-grown ]es, and the perennial leaf vegetable '']''.<ref name=gcmsav>{{cite journal |
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| last1 = Liang |
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| first1 = Minmin |
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| last2 = Qi |
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| first2 = M |
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| last3 = Zhang |
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| first3 = C |
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| last4 = Zhou |
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| first4 = S |
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| last5 = Fu |
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| first5 = R |
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| last6 = Huang |
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| first6 = J |
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| title = Gas chromatography–mass spectrometry analysis of volatile compounds from Houttuynia cordata Thunb after extraction by solid-phase microextraction, flash evaporation and steam distillation |
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| journal = ] |
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| volume = 531 |
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| issue = 1 |
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| pages = 97–104 |
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| year = 2005 |
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| url = http://ir.rcees.ac.cn/handle/311016/23180 |
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| doi = 10.1016/j.aca.2004.09.082 |
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| bibcode = 2005AcAC..531...97L |
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| display-authors = etal |
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| access-date = 2024-02-02 |
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| archive-date = 2020-09-14 |
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| archive-url = https://web.archive.org/web/20200914184859/http://ir.rcees.ac.cn/handle/311016/23180 |
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| url-status = dead |
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}}</ref> |
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==Uses== |
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Because of its strong odor it is primarily used as an ] or ]. Typically, 1–2% concentrations of 2-undecanone are found in dog and cat repellents in the form of a liquid, ], or gel. 2-Undecanone is also used in the ] and ] industries. |
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It has been investigated as a mosquito repellant, like ].<ref> {{Webarchive|url=https://web.archive.org/web/20230928005519/https://www.sciencedaily.com/releases/2002/06/020611070622.htm |date=2023-09-28 }}, ''Science Daily'', June 2002</ref><ref>{{cite journal | journal = Pesticide Broadcast | author = Stephen J. Toth, Jr. and Wayne G. Buhler | volume = 12 | issue = 5 | year = 2002 | title = North Carolina State University Scientist Discovers Mosquito Repellent in Tomatoes | url = http://ipm.ncsu.edu/current_ipm/Broadcasts/broadcast06-02b.html | access-date = 2009-01-24 | archive-date = 2008-05-13 | archive-url = https://web.archive.org/web/20080513030943/http://ipm.ncsu.edu/current_ipm/Broadcasts/broadcast06-02b.html | url-status = live }}</ref> |
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==Chemical properties== |
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2-Undecanone is a ] that is soluble in ] but insoluble in water. Like most ] ]s, 2-undecanone undergoes a ] when in the presence of a basic solution of hypochlorite. For example, the reaction between 2-undecanone and ] yields ], ], and ]. |
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:CH<sub>3</sub>CO(CH<sub>2</sub>)<sub>8</sub>CH<sub>3</sub> + 3 NaOCl → CH<sub>3</sub>(CH<sub>2</sub>)<sub>8</sub>COONa + CHCl<sub>3</sub> + 2 NaOH |
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== See also == |
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* ] |
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== Notes == |
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{{reflist}} |
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== References == |
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* ''Lange's Handbook of Chemistry (14th Edition)'', McGraw-Hill, 1992; Section 1; Table 1.15 |
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* ''The Condensed Chemical Dictionary (10th Edition)'', Gesner G. Hawley |
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* from The Good Scents Company |
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* {{Dead link|date=March 2019 |bot=InternetArchiveBot |fix-attempted=yes }} |
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{{DEFAULTSORT:Undecanone, 2-}} |
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] |
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] |