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Merck
CN

59975

Jasmone

analytical standard

Synonym(s):

cis-3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one

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About This Item

Empirical Formula (Hill Notation):
C11H16O
CAS Number:
Molecular Weight:
164.24
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
207-668-4
Beilstein/REAXYS Number:
1907713
MDL number:
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Product Name

Jasmone, analytical standard

InChI key

XMLSXPIVAXONDL-PLNGDYQASA-N

InChI

1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-

SMILES string

[H]\C(CC)=C(/[H])CC1=C(C)CCC1=O

grade

analytical standard

assay

≥99.0% (sum of isomers, GC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

~6% trans-isomer

refractive index

n20/D 1.498 (lit.)
n20/D 1.500

bp

134-135 °C/12 mmHg (lit.)

density

0.94 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

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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: mentha

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Anna Pawełczyk et al.
European journal of medicinal chemistry, 44(7), 3032-3039 (2008-09-06)
Taking the rising interest in jasmone structure based fragrant compounds into account it has been decided to take up an attempt to synthesize the new heterocyclic derivatives of this 2,3-disubstituted cyclopentenone, which could be characterized by the ability of interaction
Stefan Dötterl et al.
Journal of chemical ecology, 38(12), 1539-1543 (2012-11-13)
Many plants attract their pollinators with floral scents, and these olfactory signals are especially important at night, when visual signals become inefficient. Dynastid scarab beetles are a speciose group of night-active pollinators, and several plants pollinated by these insects have
Anna Pawełczyk et al.
European journal of medicinal chemistry, 41(5), 586-591 (2006-03-28)
cis-Jasmone, from jasmonoid group, is an important jasmine odor fragrance compound. The syntheses of new heterocyclic analogues of jasmone were described. Five analogues of this compound were prepared under microwave irradiation and the results of the microwave assisted syntheses were
Michaela C Matthes et al.
Planta, 232(5), 1163-1180 (2010-08-17)
cis-jasmone (CJ) is a plant-derived chemical that enhances direct and indirect plant defence against herbivorous insects. To study the signalling pathway behind this defence response, we performed microarray-based transcriptome analysis of CJ-treated Arabidopsis plants. CJ influenced a different set of
Laxmi Yeruva et al.
Experimental lung research, 32(10), 499-516 (2006-12-16)
The jasmonates, cis-jasmone (CJ) and methyl jasmonate (MJ), were investigated for their effects against NSCLC cell lines A549 and H520. CJ or MJ inhibited the proliferation of both cell lines in a dose-dependent manner as well as induced cell cycle

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