Ambroxide
From Infogalactic: the planetary knowledge core
(Redirected from Ambroxan)
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Names | |
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IUPAC name
3a,6,6,9a-Tetramethyldodecahydronaphtho-[2,1-b]furan
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Other names
Ambrox (Firmenich)
Ambrofix (Givaudan) Ambroxan (Kao)[1] Ambermox Orcanox (3aR-(3aalpha,5abeta,9aalpha,9bbeta))-Dodecahydro-3a,6,6,9a-tetra-methylnaphtho(2,1-b)furan; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-,; 8alpha, 12-Oxido-13,14,15,16-tetranorlabdane; 1,5,5,9-Tetramethyl-13-oxatricyclo(8.3.0.0(4,9))tridecane |
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Identifiers | |
6790-58-5 ![]() 3738-00-9 ![]() |
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ChEMBL | ChEMBL496447 ![]() |
ChemSpider | 9032756 ![]() |
EC Number | 229-861-2 |
Jmol 3D model | Interactive image |
PubChem | 10857465 |
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Properties | |
C16H28O | |
Molar mass | 236.40 g·mol−1 |
Density | 0.939 g/cm3 |
Melting point | 75 °C (167 °F; 348 K) |
Boiling point | 120 °C (248 °F; 393 K) (1.40 mm Hg) |
insoluble | |
Solubility in ethanol | soluble |
Refractive index (nD)
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1.48 |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Ambroxide, widely known by the brand name Ambroxan, is a naturally occurring terpenoid and one of the key constituents responsible for the odor of ambergris. It is an autoxidation product of ambrein.[2]
Synthesis
Ambroxide is synthesized from sclareol, a component of the essential oil of clary sage.[3] Sclareol is oxidatively degraded to a lactone, which is hydrogenated to the corresponding diol, The resulting compound is dehydrated to form ambroxan:[2]
Use
Ambroxide is used in perfumery for creating ambergris notes and as a fixative.[2] Small amounts (< 0.01 ppm) are used as a flavoring in food.[4]
References
- ↑ http://www.trademarkia.com/ambroxan-78528957.html
- ↑ 2.0 2.1 2.2 Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Essential Oils 1995-2000, Dr Brian M Lawrence, ISBN 0-931710-94-4
- ↑ Lua error in package.lua at line 80: module 'strict' not found.