Ambroxide

Ambroxide
Names
	Preferred IUPAC name (3aR,5aS,9aS,9bR)-3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan
	Other names Ambrox (Firmenich); Ambrofix (Givaudan); Ambroxan (Kao); Ambermox; Ambermor; Orcanox; (3aR-(3aα,5aβ,9aα,9bβ))-Dodecahydro-3a,6,6,9a-tetra-methylnaphtho(2,1-b)furan;; Naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-,;; 8α, 12-Oxido-13,14,15,16-tetranorlabdane;; 1,5,5,9-Tetramethyl-13-oxatricyclo(8.3.0.0(4,9))tridecane
Identifiers
CAS Number	6790-58-5 ; 3738-00-9 (unspecified stereochemistry) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:78307;
ChEMBL	ChEMBL496447 ;
ChemSpider	9032756 ;
ECHA InfoCard	100.027.147
EC Number	229-861-2;
PubChem CID	10857465;
UNII	K60YJF1E9A ;
CompTox Dashboard (EPA)	DTXSID0047113 ;
	InChI InChI=1S/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3/t12-,13+,15-,16+/m0/s1 Key: YPZUZOLGGMJZJO-LQKXBSAEBI ; InChI=1S/C16H28O/c1-14(2)8-5-9-15(3)12(14)6-10-16(4)13(15)7-11-17-16/h12-13H,5-11H2,1-4H3/t12-,13+,15-,16+/m0/s1;
	SMILES CC1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2CCO3)C)C)C;
Properties
Chemical formula	C16H28O
Molar mass	236.399 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)
Solubility in water	insoluble
Solubility in ethanol	soluble
Refractive index (nD)	1.48
Hazards
Flash point	161 °C (322 °F; 434 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). (what is ?) 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. Ambroxide is used in perfumery for creating ambergris notes and as a fixative. Ambroxide has a scent with woody, musky and slightly salty nuances. Small amounts (< 0.01 ppm) are used as a flavoring in food.The FDA has approved the addition of ambroxide to food as a flavoring agent.

The aroma is described as (characteristically) ambergris, sweet, labdanum, dry, woody, pine, cedar, green, and seedy.

Ambroxide is highly tenacious and substantive. It clings to skin, fabric, and hard surfaces and persists for many hours, which is the basis of its role as a fixative. These properties make the molecule valuable both as a featured ingredient and as a behind-the-scenes performance booster. The most prominent use of ambroxide is in fine fragrance, where it serves simultaneously as a base note and a fixative.