| Identification | Back Directory | [Name]
AMBRETTOLIDE | [CAS]
28645-51-4 | [Synonyms]
Nsc 31697
FEMA 2555
AMBRETTOLIDE
Fema no. 2555
Einecs 249-120-7
HEXADECEN-8-OLIDE
OMEGA-6-HEXADECENLACTONE
Oxacycloheptadec-10-en-2-on
1-Oxacycloheptadeca-10-en-2-one
Δ9-Isooambrettolic acid lactone
AMBRETTOLIDE 99% CAS 28645-51-4
(E)-oxacycloheptadec-10-en-2-one
Omega-6-hexadecenlactone (natural)
16-Hydroxy-9-hexadecenoic acid lactone
16-HYDROXY-7-HEXADECENOIC ACID O-LACTONE
9-Hexadecenoic acid, 16-hydroxy-, o-lactone | [EINECS(EC#)]
249-120-7 | [Molecular Formula]
C16H28O2 | [MDL Number]
MFCD00022326 | [MOL File]
28645-51-4.mol | [Molecular Weight]
252.39 |
| Chemical Properties | Back Directory | [Boiling point ]
185-190 °C16 mm Hg(lit.) | [density ]
0.956 g/mL at 25 °C(lit.) | [vapor pressure ]
0.003Pa at 25℃ | [FEMA ]
4145 | ISOAMBRETTOLIDE | [refractive index ]
n20/D 1.479(lit.) | [Fp ]
>230 °F | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Sparingly), Methanol (Sparingly) | [form ]
Oil | [color ]
Clear Colorless | [Odor]
at 10.00 % in dipropylene glycol. sweet musk ambrette fruity waxy fatty | [Odor Type]
musk | [Water Solubility ]
15μg/L at 25℃ | [JECFA Number]
1991 | [LogP]
6.7 at 23℃ | [EPA Substance Registry System]
Oxacycloheptadec-10-en-2-one (28645-51-4) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36 | [Safety Statements ]
26-36 | [WGK Germany ]
2 | [Toxicity]
Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg(Wohl, 1974). |
| Hazard Information | Back Directory | [Chemical Properties]
AMBRETTOLIDE is not reported as being found in nature, in contrast
to (Z)-7-hexadecen-16-olide, which occurs in ambrette seed oil
and which is also referred to as ambrettolide. It is a colorless to slightly yellow
liquid, d204 0.949–0.957, n20D 1.477–1.482, with an intense and powerful musk
odor. It is prepared by treating aleuritic acid (9,10,16-trihydroxyhexadecanoic
acid) with trimethyl orthoformate to give a dioxolane derivative. Reaction with
acetic anhydride yields ??-acetoxy (E)-9-hexadecenoic acid methyl ester. This is
lactonized with potassium hydroxide to give the title compound . | [Occurrence]
Found in oil of ambrette seed[Givaudan Index, 1961). | [Uses]
Ambrettolide is a macrocyclic lactone that naturally occurs in ambrette seed oil. Ambrettolide is nontoxic, has a musky odour, and is commonly used as a fixative in perfume formulations. | [Definition]
ChEBI: Isoambrettolide is a macrolide. | [Preparation]
From bromohexadecenoic acid(Bedoukian, 1967). | [Production Methods]
Many patented methods are known, few are commercially feasible. From Bromo hexadecenoic acid, or from Dihydroxy palmitic acid, or from Aleuritic acid, or from Juniperic acid, etc. | [Flammability and Explosibility]
Notclassified |
| Questions And Answer | Back Directory | [Aroma]
Colorless, somewhat viscous oil with rich and
extremely tenacious floral-musky, sweet odor.
Ambrettolide is one of the finest fixatives among the distinguished group of those showing a synergistic and amplifying effect upon perfumes and flavors. At the same time it increases the diffusiveness of fragrances in which it is incorporated. Its fixative effect is easily recognized by the fact that solutions of 0.01% ~ Ambrettolide (or even less) in slightly diluted alcohol show practically no odor of alcohol, only a faint, floral-musky, sweet and pleasant odor of the lactone. A. is particularly useful in fragrance types of delicately floral, mildly animal or Ambre-like type. |
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