AMBRETTOLIDE Struktur

AMBRETTOLIDE

Bezeichnung:AMBRETTOLIDE

Englisch Name:AMBRETTOLIDE

CBNumberCB7213218

SummenformelC16H28O2

Molgewicht252.39

AMBRETTOLIDE physikalisch-chemischer Eigenschaften

Siedepunkt	185-190 °C16 mm Hg(lit.)
Dichte	0.956 g/mL at 25 °C(lit.)
Dampfdruck	0.003Pa at 25℃
Brechungsindex	n20/D 1.479(lit.)
FEMA	4145 \| ISOAMBRETTOLIDE
Flammpunkt	>230 °F
storage temp.	Refrigerator
Löslichkeit	Chloroform (Sparingly), Methanol (Sparingly)
Aggregatzustand	Oil
Farbe	Clear Colorless
Geruch (Odor)	at 10.00 % in dipropylene glycol. sweet musk ambrette fruity waxy fatty
Geruchsart	musk
Wasserlöslichkeit	15μg/L at 25℃
JECFA Number	1991
LogP	6.7 at 23℃
EPA chemische Informationen	Oxacycloheptadec-10-en-2-one (28645-51-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36
S-Sätze:	26-36
WGK Germany	2
Toxizität	Both the acute oral LD₅₀ value in rats and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg(Wohl, 1974).

Gefahreninformationscode (GHS)

R-Sätze Betriebsanweisung:
R36:Reizt die Augen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
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, n²⁰_D 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).
Verwenden
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.
synthetische
From bromohexadecenoic acid(Bedoukian, 1967).
Definition
ChEBI: Isoambrettolide is a macrolide.
Vorbereitung Methode
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
Not classified