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218235

Sigma-Aldrich

(−)-Menthon

90%

Synonym(e):

(1R,4S)-p-Menthan-3-on, (2S,5R)-2-Isopropyl-5-methylcyclohexanon

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About This Item

Empirische Formel (Hill-System):
C10H18O
CAS-Nummer:
14073-97-3
Molekulargewicht:
154.25
Beilstein:
2041368
EG-Nummer:
237-926-1
MDL-Nummer:
MFCD00001634
UNSPSC-Code:
12352115
PubChem Substanz-ID:
24853053
NACRES:
NA.22
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Dampfdruck

0.5 mmHg ( 20 °C)

Qualitätsniveau

100

Assay

90%

Form

liquid

Optische Aktivität

[α]20/D −20°, neat

Verunreinigungen

5% isomenthone

Brechungsindex

n20/D 1.45 (lit.)

bp

207-210 °C (lit.)

Dichte

0.893 g/mL at 20 °C (lit.)

Funktionelle Gruppe

ketone

SMILES String

CC(C)[C@@H]1CC[C@@H](C)CC1=O

InChI

1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1

InChIKey

NFLGAXVYCFJBMK-BDAKNGLRSA-N

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Allgemeine Beschreibung

(-)-Menthone is a monoterpenoid compound found in the essential oil extracted from the maturing peppermint (Mentha piperita L.) leaves.[1]

(-)-Menthone can undergo hydrogenation to yield a mixture of (-)-menthol and (+)-neomenthol.[2]

Anwendung

(-)-Menthone may be used to synthesize chiral neomenthyl derivatives[3], optically pure α-ferrocenylalkylamines[4] and optically active polyalkylcyclohexanones.[5]

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H317

Gefahreneinstufungen

Skin Irrit. 2 - Skin Sens. 1

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

165.2 °F

Flammpunkt (°C)

74 °C

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCT4741
SHBP4120
SHBN9625
BCCF1719
BCCB8260

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Menthylacetat 97%

Sigma-Aldrich

422770

Menthylacetat

(+)-Menthofuran analytical standard

Supelco

63661

(+)-Menthofuran

(1S,2S,5R)-(+)-Neomenthol ≥95%

Sigma-Aldrich

235180

(1S,2S,5R)-(+)-Neomenthol

(−)-Isopulegol analytical standard

Supelco

59770

(−)-Isopulegol

Synthesis of liquid menthol by hydrogenation of dementholized peppermint oil over Ni catalysts
Manuale DL, et al.
Quimica nova, 33, 1231-1234 (2010)
Chiral perrocenylalkylamines from (-)-menthone.
Siglmuller F, et al.
Tetrahedron, 42(21), 5931-5940 (1986)
Cerium (III) chloride promoted addition of organometallic reagents to (-)-menthone-preparation of chiral neomenthyl derivatives.
Panev S and Dimitrov V.
Tetrahedron Asymmetry, 11(7), 1517-1526 (2000)
Metabolism of Monoterpenes Demonstration of (+)-Neomenthyl-?-d-Glucoside as a Major Metabolite of (-)-Menthone in Peppermint (Mentha Piperita).
Croteau R and Martinkus C.
Plant Physiology, 64(2), 169-175 (1979)
Terpenoids. XLIX. 1 Preparation of Optically Active Polyalkylcyclohexanones from (+)-Pulegone,(-)-Menthone and (-)-Carvone2.
Djerassi C, et al.
Journal of the American Chemical Society, 83(21), 4433-4439 (1961)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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