Menthol

DL-Menthol Struktur
89-78-1
CAS-Nr.
89-78-1
Bezeichnung:
Menthol
Englisch Name:
DL-Menthol
Synonyma:
89-78-1;Mentol;Racemic menthol;-MenthoL;I-menthol;Menthomenthol;p-Menthan-3-ol;component of Theragesic;DL - mint;DL-Menthol
CBNumber:
CB7498497
Summenformel:
C10H20O
Molgewicht:
156.27
MOL-Datei:
89-78-1.mol

Menthol Eigenschaften

Schmelzpunkt:
34-36 °C(lit.)
Siedepunkt:
216 °C(lit.)
alpha 
-2 º (c=10, EtOH)
Dichte
0.89 g/mL at 25 °C(lit.)
Dampfdruck
0.8 mm Hg ( 20 °C)
Brechungsindex
1.4615
FEMA 
2665 | MENTHOL RACEMIC
Flammpunkt:
200 °F
storage temp. 
Store below +30°C.
Löslichkeit
456mg/l
Aggregatzustand
Crystalline Solid
pka
15.30±0.60(Predicted)
Farbe
Colorless to white
Geruch (Odor)
at 10.00 % in dipropylene glycol. peppermint cool woody
Geruchsart
mentholic
Wasserlöslichkeit
insoluble
Merck 
14,5837
JECFA Number
427
BRN 
3194263
LogP
3.4 at 37℃
CAS Datenbank
89-78-1(CAS DataBase Reference)
NIST chemische Informationen
DL-Menthol(89-78-1)
EPA chemische Informationen
(1R,2S,5R)-Menthol (89-78-1)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 37/38-41-36/37/38
S-Sätze: 36/37/39-24/25-36-26-39
RIDADR  UN 1888 6.1/PG 3
WGK Germany  2
RTECS-Nr. OT0350000
Selbstentzündungstemperatur 405 °C
TSCA  Yes
HS Code  29061100
Toxizität LD50 orally in rats: 3180 mg/kg (Jenner)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P337+P313 Bei anhaltender Augenreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Menthol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Menthol has a mint-like odor and a fresh, cooling taste. It may be prepared by hydrogenation of thymol.

Chemische Eigenschaften

colorless to white crystalline solid

Physikalische Eigenschaften

Appearance: colorless or white acicular prismatic crystals or white crystalline powder. Solubility: easily dissolved in ethanol, chloroform, ether, liquid paraffin, or volatile oil and soluble in water. Odor: a cool, refreshing, and pleasant mint aroma, sweet odor, and taste cool early after burning. Boiling point: 212?°C. Melting point: 41–43?°C. Specific optical rotation: ?49 to ?50°.

Occurrence

Reported found in peppermint and other mint oils (e.g., M. arvensis), lemon peel oil, cranberry, pineapple, cab bage, thymus, egg, rum, cocoa, tea, honey, avocado, coriander, mango, rice, litchi, dill herb, calamus, juniper berries, fennel, buchu oil, clam and Roman chamomile oil, Mentha species.

History

In the world of aromatic chemicals, menthol is often described as a unique source of skin and mucous membranes. Menthol is mainly extracted from natural plants. The vast majority of natural menthol in the global market is extracted from numerous Asian mint. In 2006, the world’s natural menthol production is 12,800?tons or more. However, due to various factors, the production of natural menthol is becoming less and less. Since the 1960s, Japan, Germany, and other countries had developed the synthetic menthol products. In 1974 the German company Symrise and Japan Takasago Fluidic Systems company launched chemical synthesis of menthol. At present, attention has been paid to the study of menthol analogy substances and the effect of the changes of molecular structure on the aroma and cool sensation. Some studies have shown that hydroxyl groups located in the branched or 1, 4 chain cannot show a sense of cool. The researchers believed that menthol analogy substances with optical activity should be able to show different, surprising cooling effect, and the structure of hydroxyl alkyl groups is the key point to have a cooling effect. The Japanese chemist Ryoji Noyo and his colleagues found that in BINAP and rhodium complexes as catalysts for asymmetric hydrogenation reaction, the synthesis of menthol is very effective. Because of the contribution of asymmetric organic synthesis, they won the 2001 Nobel Prize in Chemistry.

Verwenden

DL-Menthol may be used as an extraction solvent for the determination of parabens in food products, cosmetics and pharmaceuticals using liquid-liquid microextraction with high performance liquid chromatography-diode array detection (HPLC-DAD). It may also be used for the preparation of hydrophobic deep eutectic solvent (DES) in the extraction and determination of methylparaben, propylparaben, and butylparaben from cosmetics samples using syringe-to-syringe dispersive magnetic nanofluid microextraction procedure (SS-DMNF-ME) with high-performance liquid chromatography technique (HPLC).

synthetische

By hydrogenation of thymol.

Indications

For external application, it is applied locally and often used to relieve pain and itching. A nasal drip is used in the head cold. Inhalation or spray is used for sore throat. Oral administration can promote digestion.

Allgemeine Beschreibung

White crystalline solid with a peppermint odor and taste.

Air & Water Reaktionen

Insoluble in water.

Reaktivität anzeigen

DL-Menthol is incompatible with butyl chloral hydrate, camphor, phenol, chloral hydrate, Exalgine, betanaphthol, resorcinol or thymol in triturations; potassium permanganate, chromium trioxide and pyrogallol. DL-Menthol is also incompatible with strong oxidizers.

Hazard

Irritant to mucous membranes on inhalation.

Brandgefahr

DL-Menthol is combustible.

Clinical Use

It can be clinically used to assist anesthesia, postoperative analgesia, intercostal nerve block, trigeminal nerve block, occipital nerve block, and so on. When applied locally, it can promote blood circulation, diminish inflammation, relieve itching, relieve pain, relieve edema, and so on.

Sicherheitsprofil

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. A severe eye irritant. Incompatible with phenol, p-naphthol, resorcinol or thymol in trituration, potassium permanganate, chromium trioxide, pyrogallol. Combustible liquid. \When heated to decomposition it emits acrid smoke and irritating fumes.

Menthol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Menthol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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