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435759

Sigma-Aldrich

(S)-(+)-Carvone

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

96%

Synonyme(s) :

(+)-Carvone, (S)-5-Isopropenyl-2-methyl-2-cyclohexenone, p-Mentha-6,8-dien-2-one

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5 ML
41,30 €
25 ML
120,00 €

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5 ML
41,30 €
25 ML
120,00 €

About This Item

Formule empirique (notation de Hill) :
C10H14O
Numéro CAS:
2244-16-8
Poids moléculaire :
150.22
Beilstein:
2042970
Numéro CE :
218-827-2
Numéro MDL:
MFCD00062997
Code UNSPSC :
12352115
ID de substance PubChem :
24867255
Nomenclature NACRES :
NA.22

41,30 €

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Niveau de qualité

100

Essai

96%

Forme

liquid

Activité optique

[α]23/D +55.0±7°, neat

Indice de réfraction

n20/D 1.497 (lit.)

pb

96-98 °C/10 mmHg (lit.)

Densité

0.96 g/mL at 25 °C (lit.)

Groupe fonctionnel

ketone

Chaîne 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-/m0/s1

Clé InChI

ULDHMXUKGWMISQ-VIFPVBQESA-N

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Catégories apparentées

Description générale

(S)-(+)-Carvone, a monoterpene found mainly in caraway and dill seed oils, is used in cosmetic, food and pharmaceutical preparations.[1]

Application

(S)-(+)-Carvone can be used as a starting material to synthesize:
  • (-)-Samaderine Y, a pentacyclic quassinoid.[2]
  • (-)-Ambrox, a terpenoid responsible for the odor of ambergris.[3]
  • 3β-Acetoxydrimenin (a sesquiterpene) via conjugated addition of potassium cyanide followed by base catalyzed Robinson annulation reaction.[4]
  • Thapsigargin family members such as trilobolide, nortrilobolide, and thapsivillosin F.[5]

Conditionnement

(S)-(+)-Carvone, a monoterpene found mainly in caraway and dill seed oils, is used in cosmetic, food and pharmaceutical preparations.[1]

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1A

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

204.1 °F - closed cup

Point d'éclair (°C)

95.6 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT3422
MKCV5343
MKCR4325
MKCR4324
MKCM6882

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Wladimir J Alonso et al.
Memorias do Instituto Oswaldo Cruz, 98(5), 665-672 (2003-09-16)
The way in which vectors distribute themselves amongst their hosts has important epidemiological consequences. While the role played by active host choice is largely unquestioned, current knowledge relates mostly to the innate response of vectors towards stimuli signalling the presence
A Route to the Thapsigargins from (S)-Carvone Providing a Substrate-Controlled Total Synthesis of Trilobolide, Nortrilobolide, and Thapsivillosin F
Oliver SF, et al.
Angewandte Chemie (International Edition in English), 42(48), 5996-6000 (2003)
Total synthesis of (-)-Ambrox from S-(+)-carvone (part 6)
Verstegen-Haaksma AA, et al.
Tetrahedron, 50(33), 10095-10106 (1994)
Total Synthesis of (-)-Samaderine Y from (S)-(+)-Carvone
Shing TKM and Yeung YY
Angewandte Chemie (International Edition in English), 117(48), 8195-8198 (2005)
Are vectors able to learn about their hosts? A case study with Aedes aegypti mosquitoes.
Alonso WJ, et al.
Memorias do Instituto Oswaldo Cruz, 98(5), 665-672 (2003)
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Questions

1–2 of 2 Questions  

  1. 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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  2. 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

      Helpful?

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.

    Perfect for our OChem lab unit

    The product arrived in a timely manner with no damage. It had a distinct and pungent smell that we needed for our demonstration. It worked out very well!

    Helpful?

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