Chemical Properties | white crystalline low melting solid |
Chemical Properties | Cyclopentadecanolide occurs in small quantities in,
for example, angelica root oil. It forms colorless crystals (mp 37–38°C) with a
delicate, musk-like odor. |
Chemical Properties | ω-Pentadecalactone has an extraordinarily persistent, musk-like odor. |
Occurrence | Originally reported found in the essential oil from angelica roots. |
Uses | As a fixative in perfumery. |
Uses | Pentadecanolide is a monomer used to make PGA-co-pentadecalactone polymers to be used in the development of directly compressed prolonged release tablets of slightly soluble drugs such as ketoprofen. |
Uses | Pentadecanolide may be used for the synthesis of poly(pentadecanolide) (PPDL) by Novozyme 435 catalyzed ring-opening polymerization. It may be employed as starting reagent for the synthesis of terminally-branched iso-fatty acids (iso-C15-C17). |
Definition | ChEBI: Cyclopentadecanolide is a macrolide. |
Preparation | The main industrial syntheses start from compounds produced
from cyclododecatriene: either by ring expansion of cyclododecanone or
by depolymerization of polyesters of 15-hydroxypentadecanoic acid (from
1,12-dodecanediol). |
Aroma threshold values | Detection: 1 to 4 ppb |
Taste threshold values | Taste characteristics at 75 ppm: vanilla bean, powdery helioropine, creamy and licorice. |
Synthesis Reference(s) | Tetrahedron Letters, 34, p. 6107, 1993 DOI: 10.1016/S0040-4039(00)61741-0 The Journal of Organic Chemistry, 50, p. 2394, 1985 DOI: 10.1021/jo00213a044 |
General Description | Pentadecanolide is one of the major components, isolated from the root of Angelica archangelica L., species. It is a synthetic musk, which exists as a widespread contaminant in the environment. |
Flammability and Explosibility | Nonflammable |
Trade name | Macrolide® (Symrise), Exaltolide®, Exaltolide®Total (Firmenich),
Pentalide (Soda Aromatic). |
Purification Methods | It has been recrystallised from MeOH (4 parts) at -15o. [Hundieck |