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W335207

Sigma-Aldrich

4-Hexen-3-one

≥92%

Synonym(s):

4-Hexen-3-one, predominantly trans

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About This Item

Linear Formula:
CH3CH=CHCOC2H5
CAS Number:
2497-21-4
Molecular Weight:
98.14
FEMA Number:
3352
EC Number:
219-681-2
Council of Europe no.:
718
MDL number:
MFCD00010631
UNSPSC Code:
12164502
PubChem Substance ID:
24901660
Flavis number:
7.048
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Halal

assay

≥92%

refractive index

n20/D 1.44 (lit.)

bp

135-137 °C (lit.)

density

0.858 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

organoleptic

pungent; ethereal

SMILES string

CCC(=O)\C=C\C

InChI

1S/C6H10O/c1-3-5-6(7)4-2/h3,5H,4H2,1-2H3/b5-3+

InChI key

FEWIGMWODIRUJM-HWKANZROSA-N

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General description

4-Hexen-3-one is an unsaturated aldehyde that is reported to occur in strawberry fruit, essential oil of Ruta graveolens and Holigarna grahamii leaves. Due to its fruity fragrance, it is also used in the perfume industry.

Application


  • Key lime (Citrus aurantifolia) inhibits the growth of triple drug resistant Helicobacter pylori.: Explores the antibacterial properties of key lime, potentially including volatile components like 4-Hexen-3-one, highlighting its relevance in medical microbiology and the development of alternative therapeutic agents (Lee et al., 2018).

  • Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.: Investigates the components of Citrus aurantifolia hexane extract, including the role of 4-Hexen-3-one in combating Mycobacterium tuberculosis, demonstrating the potential of natural products in treating infectious diseases (Sandoval-Montemayor et al., 2012).

  • Kinetic investigation of the OH radical and Cl atom initiated degradation of unsaturated ketones at atmospheric pressure and 298 K.: This study examines the reactivity of atmospheric ketones including 4-Hexen-3-one with OH radicals and Cl atoms, providing valuable data for understanding their fate in the atmosphere (Blanco et al., 2012).

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

93.2 °F - closed cup

flash_point_c

34 °C - closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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GC-MS analysis of bioactive compounds in methanolic extract of Holigarna grahamii (wight) Kurz.
Jadhav V, et al.
Journal of herbs, spices & medicinal plants, 2, 35-39 (2014)
Effect of Inorganic and Biological Fertilizer Treatments on Essential Oil Composition of Ruta graveolens L.
Malik AA, et al.
Journal of herbs, spices & medicinal plants, 18(2), 191-202 (2012)
Su-Mi Lee et al.
Gut pathogens, 10, 16-16 (2018-06-27)
Eradication rate for Helicobacter pylori (H. pylori) has decreased due to antibiotic resistance. Therefore, new strategies are needed to enhance H. pylori eradication, especially for H. pylori with high antibiotic resistance. The objective of this study was to evaluate anti-H.
Metabolism of natural volatile compounds by strawberry fruit.
Hamilton-Kemp TR, et al.
Journal of Agricultural and Food Chemistry, 44(9), 2802-2805 (1996)
Guangwei Si et al.
Neuron, 101(5), 950-962 (2019-01-27)
Odor perception allows animals to distinguish odors, recognize the same odor across concentrations, and determine concentration changes. How the activity patterns of primary olfactory receptor neurons (ORNs), at the individual and population levels, facilitate distinguishing these functions remains poorly understood. Here, we

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