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Key Documents

22070

Supelco

(+)-Carvone

analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
Molecular Weight:
150.22
Beilstein:
2042970
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥98.5% (sum of enantiomers, GC)

optical activity

[α]20/D +61±2°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.499

bp

228-230 °C (lit.)

density

0.960 g/mL at 20 °C (lit.)

application(s)

agriculture
environmental
food and beverages

format

neat

SMILES string

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

InChI key

ULDHMXUKGWMISQ-VIFPVBQESA-N

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General description

(+)-Carvone (S-carvone), is a monoterpene which has the ability to affect regulation of plant growth and development and microbial activity, it can also prevent sprouting in potato, through inhibition of the induction of phenylalanine ammonia-lyase (PAL) activity, thereby blocking suberisation.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This compound is commonly found in plants of the genus: carum mentha zingiber

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1A

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

204.1 °F - closed cup

Flash Point(C)

95.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Possible regulatory role of phenylalanine ammonia?lyase in the production of anthocyanins in asparagus (Asparagus officinalis L).
Flores, Francisco B., et al.
Journal of the Science of Food and Agriculture, 85.6, 925-930 (2005)
Mengyang Xuan et al.
Organic letters, 14(21), 5492-5495 (2012-10-26)
The total synthesis of the cAMP signaling pathway activator (-)-alotaketal A is reported. A convergent approach to the unusual alotane sesterterpenoid skeleton was employed, exploiting a remarkable LiDBB-mediated coupling of an (R)-carvone-derived δ-lactone with an allyl bromide side chain, followed
Marta Goretti et al.
Bioresource technology, 121, 290-297 (2012-08-04)
Response surface methodology was applied in optimizing the asymmetric bioreduction of (4S)-(+)-carvone to dihydrocarvone (with low incidence of unsought side reactions) by using whole-cells of Cryptococcus gastricus. A factorial design (2(5)) including five independent variables was performed: X(1)=incubation time; X(2)=pH;
Jian Chen et al.
Natural product communications, 7(5), 655-657 (2012-07-18)
GC-MS analyses of the volatile constituents obtained by solid phase microextraction (SPME) of two Gynura species, i.e., G. divaricata and G. bicolor, collected from Nanjing and Nanping areas in the east of China, enabled the identification of more than 50
Philipp Klahn et al.
Organic letters, 14(5), 1250-1253 (2012-02-14)
The total synthesis of (+)-cyperolone, an eudesmane-derived sesquiterpenoid from Cyperus rotundus, is described. The de novo synthesis was accomplished via a 15 step sequence starting from (R)-(-)-carvone. The synthetic route features a platinum-catalyzed cycloisomerization to rapidly construct the bicyclic core

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