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Revision as of 16:34, 7 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wiki← Previous edit Latest revision as of 00:46, 21 September 2023 edit undoBernanke's Crossbow (talk | contribs)Extended confirmed users7,913 edits →Uses: wikilinks, some rewording 
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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 443527499
| Watchedfields = changed
|Reference=<ref>''Merck Index'', 11th Edition, '''2337'''.</ref>
⚫ | verifiedrevid = 443528921
|ImageFile=civetone.png | ImageFileL1 =civetone.png
|ImageSize=120px
| ImageSizeL1 =115px
⚫ |IUPACName=(9''Z'')-1-Cycloheptadec-9-enone
| ImageFileR1 = Civetone 3D ball.png
|OtherNames=''cis''-9-Cycloheptadecen-1-one
| ImageSizeR1 = 150
⚫ |Section1= {{Chembox Identifiers
⚫ | PIN =(9''Z'')-Cycloheptadec-9-en-1-one
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| OtherNames =cis-Civetone; 9-Cycloheptadecen-1-one; Cycloheptadeca-9-en-1-one; (Z)-9-Cyclohepta-decen-1-one
⚫ | ChemSpiderID = 4475121
⚫ |Section1={{Chembox Identifiers
| InChI = 1/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1- | InChI = 1/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1-
| InChIKey = ZKVZSBSZTMPBQR-UPHRSURJBS | InChIKey = ZKVZSBSZTMPBQR-UPHRSURJBS
⚫ | SMILES1 = O=C1CCCCCCC\C=C/CCCCCCC1
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1- | StdInChI = 1S/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1-
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ZKVZSBSZTMPBQR-UPHRSURJSA-N | StdInChIKey = ZKVZSBSZTMPBQR-UPHRSURJSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=74244-64-7 | CASNo =542-46-1
⚫ | PubChem=5315941
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = P0K30CV1UE | UNII = P0K30CV1UE
| EINECS = 208‐813‐4
| SMILES=C1CCCC=CCCCCCCCC(=O)CCC1
⚫ | SMILES =O=C1CCCCCCC/C=C\CCCCCCC1
⚫ }}
⚫ | PubChem = 5315941
⚫ |Section2= {{Chembox Properties
⚫ | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| Formula=C<sub>17</sub>H<sub>30</sub>O
⚫ | ChemSpiderID = 4475121
| MolarMass=250.4195
⚫ }}
⚫ | Appearance=Crystalline solid
⚫ |Section2={{Chembox Properties
⚫ | Density=0.917 at 33 °C
| C=17 | H=30 | O=1
| MeltingPt=31-32 °C
⚫ | Appearance =Crystalline solid
| BoilingPt=342 °C
⚫ | Density =0.917 at 33 °C
| Solubility=
| MeltingPtC = 31 to 32
⚫ }}
| BoilingPtC = 342
|Section3= {{Chembox Hazards
| Solubility1 = soluble
| MainHazards=
| Solvent1 = oils
| FlashPt=
| Solubility2 = soluble
| Autoignition=
| Solvent2 = ethanol
}}
| Solubility3 = slightly soluble
| Solvent3 = water
⚫ }}
}} }}


'''Civetone''' is a cyclic ] and one of the oldest ] ingredients known. It is a ] sourced from the ]. It has a strong musky odor that becomes pleasant at extreme dilutions<ref>Bedoukian, Paul Z. "Perfumery and Flavoring Synthetics", 2nd ed., p. 248, Elsevier, New York, 1967.</ref>. Civetone is closely related to ], the principal odiferous compound found in ], because both compounds are ] ketones. Today, civetone can be synthesized from precursor chemicals found in ]<ref name="Synthesis of civetone from palm oil products">{{cite journal|coauthors=Yuen-May Choo, Kay-Eng Ooi and Ing-Hong Ooi|date=August, 1994|title=Synthesis of civetone from palm oil products|journal=Journal of the American Oil Chemists' Society|publisher=Springer Berlin / Heidelberg|volume=71|issue=8|pages=911–913|issn=0003-021X (Print) 1558-9331 (Online)}}</ref>. '''Civetone''' is a macrocyclic ] and the main odorous constituent of ].<ref>''The Merck Index'', '''15th Ed.''' (2013), p. 418, Monograph '''2334''', O'Neil: The Royal Society of Chemistry. Available online at: http://www.rsc.org/Merck-Index/monograph/mono1500002334</ref> It is a ] sourced from the ]. It has a strong musky odor that becomes pleasant at extreme dilutions.<ref>Bedoukian, Paul Z. "Perfumery and Flavoring Synthetics", 2nd ed., p. 248, Elsevier, New York, 1967.</ref> Civetone is closely related to ], the principal odoriferous compound found in ]; the structure of both compounds was elucidated by ].<ref>{{cite book|title = The Chemistry of Fragrances|editor1-last = Pybus|editor1-first = David H.|editor2-first = Charles S.|editor2-last = Sell|pages = 51–124|chapter-url = https://books.google.com/books?id=u_b7-qY2xT8C&pg=PA91|publisher = ]|year = 1999|isbn = 9780854045280|edition = 1st|chapter = Ingredients for the Modern Perfumery Industry|first = Charles S.|last = Sell}}</ref> Today, civetone can be synthesized from precursor chemicals found in ].<ref>{{cite journal|author=Yuen-May Choo, Kay-Eng Ooi and Ing-Hong Ooi|date=August 1994|title=Synthesis of civetone from palm oil products|journal=Journal of the American Oil Chemists' Society|publisher=Springer Berlin / Heidelberg|volume=71|issue=8|pages=911–913|issn=0003-021X|doi=10.1007/bf02540473|s2cid=85189919}}</ref>


==References== == Uses ==
Civetone is a ] used as a ] and ].
⚫ <references/>

In order to attract ]s to ]s, field biologists have used the ]-brand male ] ]. It is believed that the civetone in the cologne resembles a territorial marking.<ref>{{cite web|url=http://blogs.scientificamerican.com/thoughtful-animal/2013/10/10/youll-never-guess-how-biologists-lure-jaguars-to-camera-traps/|title=You'll Never Guess How Biologists Lure Jaguars To Camera Traps|work=Scientific American Blog Network}}</ref>

==See also==
* ], a related musk chemical

== References ==
⚫ <references />


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