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218235

Sigma-Aldrich

(−)-Menthone

90%

Sinônimo(s):

(1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone

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About This Item

Fórmula empírica (Notação de Hill):
C10H18O
Número CAS:
14073-97-3
Peso molecular:
154.25
Beilstein:
2041368
Número CE:
237-926-1
Número MDL:
MFCD00001634
Código UNSPSC:
12352115
ID de substância PubChem:
24853053
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

pressão de vapor

0.5 mmHg ( 20 °C)

Ensaio

90%

Formulário

liquid

atividade óptica

[α]20/D −20°, neat

Impurezas

5% isomenthone

índice de refração

n20/D 1.45 (lit.)

p.e.

207-210 °C (lit.)

densidade

0.893 g/mL at 20 °C (lit.)

grupo funcional

ketone

cadeia de caracteres SMILES

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

chave InChI

NFLGAXVYCFJBMK-BDAKNGLRSA-N

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Descrição geral

(-)-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]

Aplicação

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H317

Classificações de perigo

Skin Irrit. 2 - Skin Sens. 1

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

165.2 °F

Ponto de fulgor (°C)

74 °C

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
MKCT4741
SHBP4120
SHBN9625
BCCF1719
BCCB8260

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Menthyl acetate 97%

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Supelco

63661

(+)-Menthofuran

(1S,2S,5R)-(+)-Neomenthol ≥95%

Sigma-Aldrich

235180

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

(−)-Isopulegol analytical standard

Supelco

59770

(−)-Isopulegol

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)
Synthesis of liquid menthol by hydrogenation of dementholized peppermint oil over Ni catalysts
Manuale DL, et al.
Quimica nova, 33, 1231-1234 (2010)
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?

    1 answer

    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 answer

    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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