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5-Cyclohexadecenone has a strong musk scent with floral, amber, and civet tones. It is used as a substitute for natural musk in perfumes, cosmetics, and soaps. Trade names include
Ambretone, Velvione, and TM-II.
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and the commercial product is typically a mixture of the two. It can be synthesized in a four-step sequence from
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D. McGinty, C. S. Letizia (2011). "Fragrance material review on 5-cyclohexadecen-1-one".
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InChI=1S/C16H28O/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-16/h6,8H,1-5,7,9-15H2
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Watanabe, Shoji; Suga, Kyoichi; Fujita, Tsutomu; Gomi, Tetsuo (2007-04-25).
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438:. It is also similar in chemical structure to the natural musk scents
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5-Cyclohexadecen-1-one; Velvione; musk amberol; Ambrettone; musk TM-II
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Except where otherwise noted, data are given for materials in their
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Alvin S. Williams (1999). "The
Synthesis of Macrocyclic Musks".
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630:"Synthesis of 5-cyclohexadecenone from cyclododecanone"
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453:5-Cyclohexadecenone can exist as either of two
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307:Key: ABRIMXGLNHCLIP-UHFFFAOYSA-N
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676:. You can help Knowledge (XXG) by
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394:(at 25 °C , 100 kPa).
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490:Food and Chemical Toxicology
419:with the chemical formula C
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496:(Supplement 2): S98–S103.
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611:"5-CYCLOHEXADECEN-1-ONE"
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384:Colorless clear liquid
328:C1CCCCCC(=O)CCCC=CCCCC1
71:Cyclohexadec-5-en-1-one
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668:This article about an
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52:-5-cyclohexadecenone
37:-5-cyclohexadecenone
17:5-Cyclohexadecenone
733:Perfume ingredients
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410:5-Cyclohexadecenone
376: g·mol
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398:Infobox references
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557:(10): 1707–1723.
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640:(7): 501–504.
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85:Identifiers
77:Other names
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723:Macrocycles
529:"Ambretone"
429:unsaturated
414:macrocyclic
381:Appearance
337:Properties
184:100.048.681
717:Categories
472:References
369:Molar mass
248:1DAH7E9E0D
157:ChemSpider
113:3D model (
102:37609-25-9
92:CAS Number
68:IUPAC name
571:196729693
551:Synthesis
205:253-568-9
197:EC Number
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440:civetone
166:26547690
728:Ketones
462:isomers
444:muscone
374:236.399
215:PubChem
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321:SMILES
228:162268
137:ChEMBL
62:Names
672:is a
567:S2CID
532:(PDF)
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412:is a
296:InChI
115:JSmol
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674:stub
555:1999
506:PMID
442:and
239:UNII
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218:CID
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Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
