Galaxolide
 |
|
| Names | |
|---|---|
|
IUPAC name
4,6,6,7,8,8-Hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene
|
|
| Other names
Hexahydrohexamethyl cyclopentabenzopyran
HHCB |
|
| Identifiers | |
|
3D model (JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.013.588 |
|
PubChem CID
|
|
|
|
|
|
| Properties | |
| C18H26O | |
| Molar mass | 258.40 g·mol−1 |
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
|
| Infobox references | |
Galaxolide (trade name; also known as Abbalide, Pearlide, Astrolide, Musk 50, Polarlide; chemical name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8,-hexamethyl-cyclopenta[g]benzopyran or HHCB) is a synthetic fragrance with a clean sweet musky floral woody odor used in fragrances. It is one of the musk components that perfume and cologne manufacturers use to add a musk odor to their products. Galaxolide was first synthesized in 1965, and used in the late 1960s in some fabric softeners and detergents. High concentrations were also incorporated in fine fragrances.
Galaxolide is the trade name from International Flavors & Fragrances Inc. (IFF) for the fragrance material with CAS Registry Number 1222-05-5 and CAS chemical name cyclopenta(g)-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-.
Galaxolide is also known by its IUPAC name 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydro-cyclopenta[g]-isochromene and the more commonly used acronym of the chemical name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8,-hexamethyl-cyclopenta[g]benzopyran (HHCB). The abbreviation for this chemical name, HHCB, is commonly used for galaxolide in various publications. Galaxolide may also be known as hexamethylindanopyran under the International Nomenclature of Cosmetic Ingredients (INCI).
Galaxolide is a mixture of isomers. It has chiral centers at carbon atom 4 and 7. The isomers are (4R,7R), (4R,7S), (4S,7S) and (4S, 7R). Galaxolide has a molecular formula of C18H26O and a molecular weight of 258.4 g/mol. At room temperature, it occurs as a highly viscous liquid. Its melting point is -20 °C and its boiling point is estimated to be 330 °C based on a boiling point of 160 °C at 4hPa.
Galaxolide was discovered at IFF in the 1960s, by Heering and Beets.
It was first synthesized in 1965 and its discovery was mainly due to the work by Beets on the osmophoric group of the polycyclic musks, where they tried to improve existing synthetic musks by making them more stable and hydrophobic
Galaxolide has become the key synthetic musk ingredient belonging to the polycyclic musk group as defined by the International Fragrance Association (IFRA). Its odor is described as a “clean”, sweet, floral, woody musk, Research has shown that it is in particular the (4S,7R) and the (4S, 7S) forms of galaxolide that are the most powerful musk notes, with odor thresholds of 1 ng/l or less.
...
Wikipedia