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22070

Supelco

(+)-Carvone

analytical standard

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Synonym(s):
(+)-p-Mentha-6,8-diene 2-one, (S)-5-Isopropenyl-2-methyl-2-cyclohexenone
Empirical Formula (Hill Notation):
C10H14O
CAS Number:
2244-16-8
Molecular Weight:
150.22
Beilstein:
2042970
EC Number:
218-827-2
MDL number:
MFCD00062997
PubChem Substance ID:
329752243

grade

analytical standard

Quality Level

100

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

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

Certificates of Analysis (COA)

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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)
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
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;
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
Hee Jin Kim et al.
Organic letters, 13(10), 2682-2685 (2011-04-23)
Selective deoxygenation of allylic alcohol can be successfully carried out by the formation of alkoxyalkyl ether (EE or MOM), followed by Pd(dppe)Cl(2)-catalyzed reduction with LiBHEt(3). (+)-S-Lavandulol has been efficiently synthesized by the application of this protocol to the diol derived
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