p-Mentha-1,4-dien

Bezeichnung:p-Mentha-1,4-dien

CAS-Nr99-85-4

Englisch Name:GAMMA-TERPINENE

CBNumberCB4443087

SummenformelC10H16

Molgewicht136.23

MOL-Datei99-85-4.mol

Synonyma

p-Mentha-1,4-dien

p-Mentha-1,4-dien physikalisch-chemischer Eigenschaften

Schmelzpunkt	-59.03°C (estimate)
Siedepunkt	182 °C (lit.)
Dichte	0.85 g/mL at 25 °C (lit.)
Dampfdichte	4.7 (vs air)
Dampfdruck	~0.7 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.474(lit.)
FEMA	3559 \| P-MENTHA-1,4-DIENE
Flammpunkt	125 °F
storage temp.	2-8°C
Löslichkeit	water: soluble5%, clear, colorless to faintly yellow
Aggregatzustand	Powder or Cyrstals
Farbe	White
Wichte	0.849 (20/4℃)
Geruch (Odor)	at 10.00 % in dipropylene glycol. oily woody terpene lemon/lime tropical herbal
Geruchsart	terpenic
Wasserlöslichkeit	8.678mg/L(23.5 ºC)
JECFA Number	1340
Merck	14,9170
BRN	2038347
Stabilität	Light Sensitive
InChIKey	YKFLAYDHMOASIY-UHFFFAOYSA-N
LogP	5.4 at 25℃
CAS Datenbank	99-85-4(CAS DataBase Reference)
EPA chemische Informationen	.gamma.-Terpinene (99-85-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	10-36/37/38
S-Sätze:	26-36
RIDADR	UN 2319 3/PG 3
WGK Germany	2
RTECS-Nr.	OS8070000
F	10-23
HazardClass	3.2
PackingGroup	III
HS Code	29021990

Gefahreninformationscode (GHS)

GAMMA-TERPINENE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
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:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
γ-Terpinene is a monoterpene that has been found in various plants, including C. sativa, with diverse biological activities. It scavenges 2,2''-diphenyl-1-picrylhydrazyl (DPPH; ) and 2,2''-azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS⁺) free radicals (IC₅₀s = 2.8 and 30 mM, respectively) and reduces hemolysis induced by AAPH in isolated human erythrocytes. γ-Terpinene reduces the growth of T. evansi in a concentration-dependent manner. It increases membrane permeability and decreases growth of X. oryzae bacteria. In vivo, γ-terpinene (100 mg/kg) reduces Triton WR1339-induced increases in serum cholesterol and triglyceride levels in rats. It reduces paw edema induced by histamine, bradykinin (Item No. 15539), carrageenan, and prostaglandin E₂ (PGE₂; ) in mice. It also inhibits fluid extravasation in a mouse model of acetic acid microvascular permeability and reduces neutrophil migration in lung in a mouse model of acute lung injury.
Chemische Eigenschaften
clear liquid
Chemische Eigenschaften
p-Mentha-1,4-diene has a characteristic lemon odor (not as lemony as the alpha-isomer, but warmer). It has a slightly bitter, herbaceous, citrus-like flavor; woody, terpene, tropical lemon odor.
Chemische Eigenschaften
γ-Terpinene is a colorless liquid with an herbaceous citrus odor and can be prepared by isomerization of limonene.
Occurrence
Reported found in papaya fruit, tea tree oil, tangerine, citrus, mandarins, Finocchoi fennel oil, papaya fruit, citrus peel oils, etc.
Verwenden
γ–terpinene has been used as a standard in the determination of γ–terpinene, present in tea tree oil extracted from various parts of Melaleuca alternifolia tree and analyzed using gas chromatography coupled with mass spectrometry(GC-MS).
Verwenden
γ-Terpinene can be used as:
- Hydrogen precursor in the catalytic transfer hydrogenation of silyl enol ethers.
- A reference compound in the kinetic study of ozonolysis of (E)-β-farnesene.
- A hydrogen atom donor in the Cr-catalyzed radical cyclization of halo acetals.
Definition
ChEBI: Gamma-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton. It has a role as an antioxidant, a plant metabolite, a volatile oil component and a human xenobiotic metabolite. It is a monoterpene and a cyclohexadiene.
synthetische
From geranyl pyrophosphate by migration of a positive-charge, hydrid shift from the isopropyl side chain into the cyclohexenoid ring; from the essential oil of Lantana camara; also from p-cymene by the action of sodium and alcohol in liquid ammonia.
Taste threshold values
Taste characteristics at 40 ppm: terpy, citrus, limelike, oily, green with a tropical fruity nuance.
Allgemeine Beschreibung
γ-Terpinene, volatile essential oil derived from Melaleuca alternifolia, shows antimicrobial properties against various human pathogens. It is also extracted from Lippia multiflora. The antioxidant, anti-inflammatory and anti-proliferative activities of γ-terpinene is studied.
Flammability and Explosibility
Flammable
Pharmakologie
Combinations of terpenes, such as terpinene, with nonionic surfactants and stabilizers have been patented for use as gallstone solvents. Artificial or human cholesterol calculi placed in terpinene with or without human bile at 37°C were dissolved within 1-2 hr (Hisamitsu Pharmaceutical Co., Inc., 1973).
Sicherheitsprofil
Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

GAMMA-TERPINENE Upstream-Materialien And Downstream Produkte

p-Mentha-1,4-dien Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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