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- Muscone abstract "Muscone is an organic compound that is the primary contributor to the odor of musk. The chemical structure of muscone was first elucidated by Lavoslav Ružička. It consists of a 15-membered ring ketone with one methyl substituent in the 3-position. It is an oily liquid that is found naturally as the (−)-enantiomer, (R)-3-methylcyclopentadecanone. Muscone has been synthesized as the pure (−)-enantiomer as well as the racemate. It is very slightly soluble in water and miscible with alcohol.Natural muscone is obtained from musk, a glandular secretion of the musk deer, which has been used in perfumery and medicine for thousands of years. Since obtaining natural musk requires killing the endangered animal, nearly all muscone used in perfumery today is synthetic. It has the characteristic smell of being "Musky". One asymmetric synthesis of (−)-muscone begins with commercially available (+)-citronellal, and forms the 15-membered ring via ring-closing metathesis:A more recent enantioselective synthesis involves an intramolecular aldol addition/dehydration reaction of a macrocyclic diketone. Muscone is now produced synthetically for use in perfumes and for scenting consumer products.Isotopomers of muscone have been used in a study of the mechanism of olfaction. Global replacement of all hydrogens in muscone was achieved by heating muscone with Rh/C in D2O at 150 °C. It was found that the human musk-recognizing receptor, OR5AN1, identified using a heterologous olfactory receptor expression system and robustly responding to muscone, fails to distinguish the so-prepared isotopomers of muscone in vitro.".
- Muscone iupacName "(R)-3-methylcyclopentadecanone".
- Muscone thumbnail Muscone.png?width=300.
- Muscone wikiPageID "3273682".
- Muscone wikiPageLength "4386".
- Muscone wikiPageOutDegree "31".
- Muscone wikiPageRevisionID "678976542".
- Muscone wikiPageWikiLink Aldol_addition.
- Muscone wikiPageWikiLink Aldol_reaction.
- Muscone wikiPageWikiLink Asymmetric_synthesis.
- Muscone wikiPageWikiLink Category:Flavors.
- Muscone wikiPageWikiLink Category:Ketones.
- Muscone wikiPageWikiLink Category:Macrocycles.
- Muscone wikiPageWikiLink Category:Perfume_ingredients.
- Muscone wikiPageWikiLink Citronellal.
- Muscone wikiPageWikiLink Civetone.
- Muscone wikiPageWikiLink Dehydration_reaction.
- Muscone wikiPageWikiLink Diketone.
- Muscone wikiPageWikiLink Enantiomer.
- Muscone wikiPageWikiLink Enantioselective_synthesis.
- Muscone wikiPageWikiLink Intramolecular.
- Muscone wikiPageWikiLink Intramolecular_reaction.
- Muscone wikiPageWikiLink Isotopomers.
- Muscone wikiPageWikiLink Lavoslav_Ružička.
- Muscone wikiPageWikiLink Leopold_Ružička.
- Muscone wikiPageWikiLink Macrocycle.
- Muscone wikiPageWikiLink Macrocyclic.
- Muscone wikiPageWikiLink Methyl.
- Muscone wikiPageWikiLink Methyl_group.
- Muscone wikiPageWikiLink Musk.
- Muscone wikiPageWikiLink Musk_deer.
- Muscone wikiPageWikiLink Olfaction.
- Muscone wikiPageWikiLink Olfactory_receptor.
- Muscone wikiPageWikiLink Organic_compound.
- Muscone wikiPageWikiLink Perfume.
- Muscone wikiPageWikiLink Racemate.
- Muscone wikiPageWikiLink Racemic_mixture.
- Muscone wikiPageWikiLink Ring-closing_metathesis.
- Muscone wikiPageWikiLink Synthetic_musk.
- Muscone wikiPageWikiLink File:MusconeViaRCM.png.
- Muscone wikiPageWikiLinkText "Muscone".
- Muscone wikiPageWikiLinkText "muscone".
- Muscone wikiPageWikiLinkText "muskone".
- Muscone hasPhotoCollection Muscone.
- Muscone imagealt "Ball-and-stick model of the muscone molecule".
- Muscone imagealt "Structural formula of muscone".
- Muscone imagefile "Muscone 3D ball.png".
- Muscone imagefile "Muscone.png".
- Muscone imagename "Muscone".
- Muscone iupacname "-3".
- Muscone name "Muscone".
- Muscone verifiedfields "changed".
- Muscone verifiedrevid "425164997".
- Muscone watchedfields "changed".
- Muscone wikiPageUsesTemplate Template:Chembox.
- Muscone wikiPageUsesTemplate Template:Clear-left.
- Muscone wikiPageUsesTemplate Template:Reflist.
- Muscone subject Category:Flavors.
- Muscone subject Category:Ketones.
- Muscone subject Category:Macrocycles.
- Muscone subject Category:Perfume_ingredients.
- Muscone hypernym Compound.
- Muscone type Article.
- Muscone type ChemicalCompound.
- Muscone type ChemicalSubstance.
- Muscone type Group.
- Muscone type Mammal.
- Muscone type Additive.
- Muscone type Article.
- Muscone type Chemical.
- Muscone type Group.
- Muscone type Ingredient.
- Muscone type Ketone.
- Muscone type Macrocycle.
- Muscone type Mammal.
- Muscone type ChemicalObject.
- Muscone type Thing.
- Muscone type Q11173.
- Muscone comment "Muscone is an organic compound that is the primary contributor to the odor of musk. The chemical structure of muscone was first elucidated by Lavoslav Ružička. It consists of a 15-membered ring ketone with one methyl substituent in the 3-position. It is an oily liquid that is found naturally as the (−)-enantiomer, (R)-3-methylcyclopentadecanone. Muscone has been synthesized as the pure (−)-enantiomer as well as the racemate.".
- Muscone label "Muscone".
- Muscone sameAs مسكون.
- Muscone sameAs Muscon.
- Muscone sameAs Muscona.
- Muscone sameAs موسکن.
- Muscone sameAs Muskoni.
- Muscone sameAs Muscone.
- Muscone sameAs ムスコン.
- Muscone sameAs Muskon.
- Muscone sameAs Muskon.
- Muscone sameAs m.092p9f.
- Muscone sameAs Мускон.
- Muscone sameAs Muskon.
- Muscone sameAs Muskon.
- Muscone sameAs Muskon.
- Muscone sameAs Q416022.
- Muscone sameAs Q416022.
- Muscone wasDerivedFrom Muscone?oldid=678976542.
- Muscone depiction Muscone.png.
- Muscone isPrimaryTopicOf Muscone.
- Muscone name "Muscone".