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Sigma-Aldrich

(R)-(−)-Carvone

(R)-(−)-Carvone
1 of 1 reviewers received a sample product or took part in a promotion

98%

Sinónimos:

(−)-Carvone, (R)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one, Carvol

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About This Item

Fórmula empírica (notación de Hill):
C10H14O
Número de CAS:
6485-40-1
Peso molecular:
150.22
Beilstein:
2206714
Número CE:
229-352-5
Número MDL:
MFCD00001578
Código UNSPSC:
12352115
ID de la sustancia en PubChem:
24847635
NACRES:
NA.22
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densidad de vapor

5.2 (vs air)

Nivel de calidad

100

presión de vapor

0.4 mmHg ( 20 °C)

Ensayo

98%

Formulario

liquid

actividad óptica

[α]20/D −61°, neat

índice de refracción

n20/D 1.497 (lit.)

bp

227-230 °C (lit.)

densidad

0.959 g/mL at 25 °C (lit.)

grupo funcional

ketone

cadena SMILES

CC(=C)[C@@H]1CC=C(C)C(=O)C1

InChI

1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1

Clave InChI

ULDHMXUKGWMISQ-SECBINFHSA-N

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Descripción general

(R)-(−)-Carvone is a monoterpenoid. Its ozonolysis in the gaseous phase has been proposed. Aldehydes (formaldehyde) and biradicals were obtained as the major products.[1] It participates in the diastereoselective synthesis of homochiral octalones.[2]

Aplicación

(R)-(−)-Carvone may be employed as starting reagent for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1, a useful intermediate formed during the synthesis of terpenoids.[3] It may be employed as starting reagent for the synthesis of differently protected (4S,6R,7R)-trihydroxy-1-octyne derivatives.[4]
Chiral starting material.[5][6]

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H302,H317

Clasificaciones de peligro

Acute Tox. 4 Oral - Skin Sens. 1

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

192.2 °F - closed cup

Punto de inflamabilidad (°C)

89 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
WXBF1209V
WXBD7936V
MKCR7856
MKCN0167
MKCL2825

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Gas-phase ozonolysis of the monoterpenoids (S)-(+)-carvone,(R)-(-)-carvone,(-)-carveol, geraniol and citral.
Nunes FMN, et al.
Atmospheric Environment, 39(40), 7715-7730 (2005)
Bryostatin: A novel asymmetric synthesis of the C27-C34 fragment starting from (R)-carvone as chiral template.
De Brabander J, et al.
Tetrahedron Asymmetry, 8(11), 1721-1724 (1997)
Liebigs Ann. Chem., 403-403 (1993)
Yoshiyuki Yamada et al.
Neuron, 93(5), 1198-1212 (2017-02-28)
Sensory information is translated into ensemble representations by various populations of projection neurons in brain circuits. The dynamics of ensemble representations formed by distinct channels of output neurons in diverse behavioral contexts remains largely unknown. We studied the two output
An improved synthesis of homochiral octalones from (-)-carvone.
Tenius BSM, et al.
Tetrahedron Asymmetry, 4(4), 633-636 (1993)
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Questions

1–2 of 2 Questions  

  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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Reviews

1 of 1 reviewers received a sample product or took part in a promotion

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  1. Chicago, IL
    • Reviews 2
    • Vote 1
    5 out of 5 stars.

    Worked Well For Our OChem Unit

    The product arrived quickly and well package with no damage. The product was still in good condition and had a strong smell which was necessary for our demonstration.

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