Isopulegol

Bezeichnung:Isopulegol

CAS-Nr89-79-2

Englisch Name:ISOPULEGOL

CBNumberCB5383663

SummenformelC10H18O

Molgewicht154.25

MOL-Datei89-79-2.mol

Synonyma

Isopulegol

Isopulegol physikalisch-chemischer Eigenschaften

Schmelzpunkt	78°C
Siedepunkt	212 °C(lit.)
Dichte	0.912 g/mL at 25 °C(lit.)
Dampfdruck	13.97Pa at 20℃
FEMA	2962 \| ISOPULEGOL
Brechungsindex	n20/D 1.471(lit.)
Flammpunkt	195 °F
storage temp.	-20°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
pka	15.11±0.60(Predicted)
Farbe	Colourless
Geruch (Odor)	at 10.00 % in dipropylene glycol. minty cooling medicinal woody
Geruchsart	minty
Optische Aktivität	[α]20/D 22°, neat
Wasserlöslichkeit	3g/L at 21.9℃
JECFA Number	755
BRN	1906573
Stabilität	Light sensitive
InChIKey	ZYTMANIQRDEHIO-KXUCPTDWSA-N
LogP	2.4 at 23℃
CAS Datenbank	89-79-2(CAS DataBase Reference)
EPA chemische Informationen	Isopulegol (89-79-2)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26-36/37/39
RIDADR	NA 1993 / PGIII
WGK Germany	2
F	10-23
Toxizität	The acute oral LD₅₀ in rats was reported as 1.03 ± 0.10 ml/kg and the acute dermal LD₅₀ in rabbits as approximately 3 ml/kg

Gefahreninformationscode (GHS)

ISOPULEGOL Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
Synthesis: Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.
Beschreibung
(–)-Isopulegol is a monoterpene that has been found in the essential oils of several aromatic plants, including Cannabis, with diverse biological activities. It has antibacterial activity against S. aureus, E. faecium, E. coli, and M. smegmatis (MICs = 0.78, 12.5, 0.78, and 1.56 μl/ml, respectively, in an agar diffusion assay) and antifungal activity against C. albicans and A. niger (MIC = 1.56 μl/ml for both in an agar diffusion assay). (–)-Isopulegol inhibits C. albicans morphogenesis, adhesion, and biofilm formation (MICs = 0.125, 4, and 0.25 mg/ml, respectively). In vivo, (–)-isopulegol (50 mg/kg, i.p.) increases immobility time in the forced swim and tail suspension tests and increases the number of head dips in a hole board test and time spent in the open arms of the elevated plus maze in mice, indicating depressant- and anxiolytic-like activity. It reduces the size of ulcerated lesions in the stomach in mouse models of ethanol- and indomethacin-induced gastric lesions when administered at a dose of 100 mg/kg.
Chemische Eigenschaften
Isopulegol is a cyclic nonaromatic alcohol.
Chemische Eigenschaften
Water-white liquid; mint-like odor. Combustible. Available forms: The acetate.
Occurrence
l-Isopulegol has been reported found in the essences of lemongrass, East African geranium and Eucalyptus citriodora; d-isopulegol is present in the oils of Backhousia and Baeckea citriodorae; d-neoisopulegol is found in Mentha rotundifolia. Also reported found in mint, mandarin, orange juice, citrus peel oils, currant bud, ginger, corn mint oil, cognac, rum, buchu oil, lemon balm and mastic gum oil
Verwenden
isopulegol is used in perfume compositions as a "lift" to Rose notes, Geranium notes, Reseda and Oriental types, various floral fragrances, including Tuberose, etc. It is also used in flavor compositions in concentrations equal to 5 to 30 ppm in the finished product. The application is mainly in the minty types and in a few Berry flavor types.
Definition
ChEBI: A natural product found in Citrus hystrix.
synthetische
Several stereoisomers are possible; only l-isopulegol and d-α-isopulegol have been isolated from mixtures of alcohols obtained by cyclization of d-citronellal.
Aroma threshold values
Detection: 1 ppm
Taste threshold values
Taste characteristics at 30 ppm: minty cooling, herbaceous peppermint nuance.
Synthesis Reference(s)
Synthetic Communications, 18, p. 2309, 1988 DOI: 10.1080/00397918808082375
Allgemeine Beschreibung
Isopulegol is monoterpene alcohol, a useful ingredient for the production of fragrances in perfume industries. It is also used as a starting material in the manufacture of menthol by the hydrogenation process. Menthol is an important component in cosmetics, pharmaceuticals, and toothpaste.
Flammability and Explosibility
Non flammable

ISOPULEGOL Upstream-Materialien And Downstream Produkte

Isopulegol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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