5-Cyclohexadecenone

5-Cyclohexadecenone
cis-5-cyclohexadecenone	trans-5-cyclohexadecenone
Names
	Preferred IUPAC name Cyclohexadec-5-en-1-one
	Other names 5-Cyclohexadecen-1-one; Velvione; musk amberol; Ambrettone; musk TM-II
Identifiers
CAS Number	37609-25-9 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3188464;
ChemSpider	26547690;
ECHA InfoCard	100.048.681
EC Number	253-568-9;
PubChem CID	162268;
UNII	1DAH7E9E0D ;
CompTox Dashboard (EPA)	DTXSID8047139 ;
	InChI 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 Key: ABRIMXGLNHCLIP-UHFFFAOYSA-N;
	SMILES C1CCCCCC(=O)CCCC=CCCCC1;
Properties
Chemical formula	C16H28O
Molar mass	236.399 g·mol−1
Appearance	Colorless clear liquid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5-Cyclohexadecenone is a macrocyclic synthetic musk with the chemical formula C₁₆H₂₈O. It is an unsaturated analog of cyclohexadecanone. It is also similar in chemical structure to the natural musk scents civetone and muscone.^[3]

5-Cyclohexadecenone has a strong musk scent^[4] with floral, amber, and civet tones.^[2] It is used as a substitute for natural musk in perfumes, cosmetics, and soaps.^[1]^[5] Trade names include Ambretone,^[2] Velvione,^[6] and TM-II.^[5]

5-Cyclohexadecenone can exist as either of two cis/trans isomers and the commercial product is typically a mixture of the two.^[5] It can be synthesized in a four-step sequence from cyclododecanone.^[7]

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