Civetone

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 443528921

| ImageFileL1 =civetone.png

| ImageSizeL1 =115px

| ImageFileR1 = Civetone 3D ball.png

| ImageSizeR1 = 150

| PIN =(9Z)-Cycloheptadec-9-en-1-one

| OtherNames =cis-Civetone; 9-Cycloheptadecen-1-one; Cycloheptadeca-9-en-1-one; (Z)-9-Cyclohepta-decen-1-one

|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-

| InChIKey = ZKVZSBSZTMPBQR-UPHRSURJBS

| 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-

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ZKVZSBSZTMPBQR-UPHRSURJSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo =542-46-1

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = P0K30CV1UE

| EINECS = 208‐813‐4

| SMILES =O=C1CCCCCCC/C=C\CCCCCCC1

| PubChem = 5315941

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 4475121

}}

|Section2={{Chembox Properties

| C=17 | H=30 | O=1

| Appearance =Crystalline solid

| Density =0.917 at 33 °C

| MeltingPtC = 31 to 32

| BoilingPtC = 342

| Solubility1 = soluble

| Solvent1 = oils

| Solubility2 = soluble

| Solvent2 = ethanol

| Solubility3 = slightly soluble

| Solvent3 = water

}}

}}

Civetone is a macrocyclic ketone and the main odorous constituent of civet oil.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 It is a pheromone sourced from the African civet. It has a strong musky odor that becomes pleasant at extreme dilutions.Bedoukian, Paul Z. "Perfumery and Flavoring Synthetics", 2nd ed., p. 248, Elsevier, New York, 1967. Civetone is closely related to muscone, the principal odoriferous compound found in musk; the structure of both compounds was elucidated by Leopold Ružička.{{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 = Royal Society of Chemistry Publishing|year = 1999|isbn = 9780854045280|edition = 1st|chapter = Ingredients for the Modern Perfumery Industry|first = Charles S.|last = Sell}} Today, civetone can be synthesized from precursor chemicals found in palm oil.{{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}}