Cyclopentadecanolide

Cyclopentadecanolide

Names
IUPAC name Oxacyclohexadecan-2-one
Other names Angelica lactone; Muskalactone; Muskolactone; Exaltolide; Pentalide; Pentadecanolide; Pentadecalactone; 15-Hydroxypentadecanoic acid, lactone; 15-Hydroxypentadecanoic acid-epsilon-lactone; Pentadecanoic acid, 15-hydroxy-, E-lactone; ω-Pentadecalactone; omega-Pentadecalactone; ω-Lactone; 2-Pentadecalone; Pentadecan-15-olide; 1,15-Pentadecanolide
Identifiers
CAS Number	106‐02‐5
3D model (Jmol)	Interactive image
ChemSpider	205386
EC Number	203‐354‐6
PubChem	235414
InChI InChI=1S/C15H28O2/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17-15/h1-14H2 Key: FKUPPRZPSYCDRS-UHFFFAOYSA-N InChI=1/C15H28O2/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17-15/h1-14H2 Key: FKUPPRZPSYCDRS-UHFFFAOYAJ
SMILES O=C1CCCCCCCCCCCCCCO1
Properties
Chemical formula	C15H28O2
Molar mass	240.39 g·mol−1
Appearance	colorless crystals
Odor	musklike
Density	0.940
Melting point	37 to 38 °C (99 to 100 °F; 310 to 311 K)
Boiling point	169 °C (336 °F; 442 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclopentadecanolide is a natural macrolide lactone and a synthetic musk.

Cyclopentadecanolide occurs in small quantities in angelica root essential oil and is responsible for its musklike odor.

Cyclopentadecanolide is produced synthetically by ring expansion of cyclododecanone. Another synthesis route is the depolymerization of polyesters of 15-hydroxypentadecanoic acid.

Cyclopentadecanolide is used as a musklike perfume fixative in fine fragrances and as a flavoring agent. It is a substitute for the extremely expensive animal musk.