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Muscone information


Muscone
Structural formula of muscone
Ball-and-stick model of the muscone molecule
Names
Preferred IUPAC name
(3R)-3-Methylcyclopentadecan-1-one
Identifiers
CAS Number
  • 541-91-3 ☒N
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL3731037
ChemSpider
  • 5499607 ☒N
ECHA InfoCard 100.007.997 Edit this at Wikidata
EC Number
  • 208-795-8
PubChem CID
  • 10947
UNII
  • UPS3C6CV36 ☒N
CompTox Dashboard (EPA)
  • DTXSID8052192 Edit this at Wikidata
InChI
  • InChI=1S/C16H30O/c1-15-12-10-8-6-4-2-3-5-7-9-11-13-16(17)14-15/h15H,2-14H2,1H3/t15-/m1/s1 ☒N
    Key: ALHUZKCOMYUFRB-OAHLLOKOSA-N ☒N
  • InChI=1/C16H30O/c1-15-12-10-8-6-4-2-3-5-7-9-11-13-16(17)14-15/h15H,2-14H2,1H3/t15-/m1/s1
    Key: ALHUZKCOMYUFRB-OAHLLOKOBX
SMILES
  • C[C@@H]1CCCCCCCCCCCCC(=O)C1
Properties
Chemical formula
C16H30O
Molar mass 238.415 g·mol−1
Density 0.9221 g/cm3
Melting point −15 °C (5 °F; 258 K)
Boiling point 328 °C (622 °F; 601 K)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1
1
1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Muscone is a macrocyclic ketone, an organic compound that is the primary contributor to the odor of musk. 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 and for scenting consumer products today is synthetic. It has the characteristic smell of being "musky".

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Muscone

Last Update:

Muscone is a macrocyclic ketone, an organic compound that is the primary contributor to the odor of musk. Natural muscone is obtained from musk, a glandular...

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Synthetic musk

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modeled after the main odorants in animal musk: muscone in deer musk, and civetone in civet. Muscone and civetone are macrocyclic ketones. Other structurally...

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Macrocycle

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complexation. An illustrative macrocyclization is the synthesis of (−)-muscone from (+)-citronellal. The 15-membered ring is generated by ring-closing...

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Ketone

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unsaturated, asymmetrical ketone that is the precursor to other polymers. Muscone, 3-methylpentadecanone, is an animal pheromone. Another cyclic ketone is...

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Civetone

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becomes pleasant at extreme dilutions. Civetone is closely related to muscone, the principal odoriferous compound found in musk; the structure of both...

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Musk

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compound primarily responsible for the characteristic odor of musk is muscone. There are several ways of preparing the commercial musk, and the best...

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Lactone

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15-pentadec-11/12-enolide) have odors similar to macrocyclic ketones of animal origin (muscone, civetone), but they can be prepared more easily, for example, by depolymerization...

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Siberian musk deer

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17α-dihydroxyandrostane can be isolated from the steroid fraction. 3-Methylpentadecanone (muscone) was not identified among the secretion lipids. The decline of the Siberian...

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Eschenmoser fragmentation

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research group of Günther Ohloff, and applied it to the production of muscone and related macrocyclic musks. The reaction is also sometimes known as...

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OR5AN1

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proteins for this organism is independent of other organisms. Civetone Muscone Olfactory receptor GRCh38: Ensembl release 89: ENSG00000176495 – Ensembl...

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Olfactory receptor

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musk-recognizing receptor, OR5AN1 that robustly responds to cyclopentadecanone and muscone, fails to distinguish isotopomers of these compounds in vitro. Furthermore...

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Karl Ziegler

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60–80%. An outstanding instance of this synthesis was the preparation of muscone, the odiferous principle of animal musk by Leopold Ružička. Ziegler and...

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Docking theory of olfaction

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receptor expression system and robustly responding to cyclopentadecanone and muscone, fails to distinguish isotopomers of these compounds in vitro. Furthermore...

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List of Croatian inventions and discoveries

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Ruzicka large-ring synthesis Synthesis and elucidation of various terpenes Muscone Leopold Ružička Laminate flooring Glueless laminate flooring Click for...

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C16H30O

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g/mol, exact mass: 238.2297 u) may refer to: Bombykol Cyclohexadecanone Muscone This set index page lists chemical structure articles associated with the...

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Cyclohexadecanone

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especially those with alkene group in the backbone such as civetone, muscone, and 5-cyclohexadecenone (velvione). It is synthesized from cyclododecanone...

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Luca Turin

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receptor expression system and robustly responding to cyclopentadecanone and muscone (which has 30 hydrogens), fails to distinguish isotopomers of these compounds...

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Eric Block

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olfaction and molecular mechanisms for sensing thiols as well as musk, such as muscone. With his collaborators Block has also examined the plausibility of the...

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Vibration theory of olfaction

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receptor expression system and robustly responding to cyclopentadecanone and muscone (which has 30 hydrogens), fails to distinguish isotopologues of these compounds...

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Sasanka Chandra Bhattacharyya

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odorous compounds which resulted in the development of compounds such as muscone, dihydrocivetone, exaltone, exaltolide and ambrettolide which are reported...

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Asymmetric addition of alkenylmetals to aldehydes

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For example, the key cyclization step in the total synthesis of (R)-(-)-Muscone was an intramolecular asymmetric addition of a vinylzinc derivative to...

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