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145017

Sigma-Aldrich

3-Penten-2-one

70%

Synonyme(s) :

Methyl propenyl ketone

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About This Item

Formule linéaire :
CH3CH=CHCOCH3
Numéro CAS:
625-33-2
Poids moléculaire :
84.12
Numéro Beilstein :
1633505
Numéro CE :
210-888-3
Numéro MDL:
MFCD00009290
Code UNSPSC :
12352100
ID de substance PubChem :
24848542
Nomenclature NACRES :
NA.22

Pression de vapeur

760 mmHg ( 121 °C)

Pureté

70%

Forme

liquid

Impuretés

<2% ethanol
30% mesityl oxide

Indice de réfraction

n20/D 1.437 (lit.)

Point d'ébullition

121-124 °C (lit.)

Densité

0.862 g/mL at 25 °C (lit.)

Chaîne SMILES 

CC(C=CC)=O

InChI

1S/C5H8O/c1-3-4-5(2)6/h3-4H,1-2H3

Clé InChI

LABTWGUMFABVFG-UHFFFAOYSA-N

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Description générale

3-Penten-2-one is volatile compound present in berry fruit of two Aronia melanocarpa genotypes. Urinary 3-penten-2-one is a useful biomarker for increased accumulation of acetaldehyde during abnormal metabolic stress.

Application

3-Penten-2-one was used in the synthesis of the alkaloids (+/-)-senepodine G and (+/-)-cermizine C.

Actions biochimiques/physiologiques

3-Penten-2-one inhibits nitric oxide production and inducible nitric oxide synthase expression via heme oxygenase-1 expression in lipopolysaccharide-activated RAW264.7 macrophages.

Pictogrammes

FlameSkull and crossbones
GHS02,GHS06

Mention d'avertissement

Danger

Mentions de danger

H225,H311,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

69.8 °F - closed cup

Point d'éclair (°C)

21 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Jin-Sang Kil et al.
Journal of clinical biochemistry and nutrition, 50(1), 53-58 (2012-01-17)
Excess production of nitric oxide by activated macrophages via inducible nitric oxide synthase leads to the development of various inflammatory diseases. Heme oxygenase-1 expression via activation of nuclear factor-erythroid 2-related factor 2 inhibits nitric oxide production and inducible nitric oxide
Valerie Walker et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(8-9), 784-790 (2009-02-28)
Diagnostic profiling of urine for volatile compounds of around 400 patients using headspace solid-phase microextraction (HS-SPME) in alkaline conditions identified 3-penten-2-one (approximately 1 to >6.3 micromol/L) in 26 patients. Five were in barbiturate coma. 3-Penten-2-one, previously of unknown origin, was
Douglass F Taber et al.
The Journal of organic chemistry, 75(16), 5737-5739 (2010-08-14)
Preparatively useful conjugate addition of lithiated methyl pyridines to cyclic and acyclic enones is reported. Addition of 2-picoline to 3-penten-2-one led to a concise synthesis of the alkaloids (+/-)-senepodine G and (+/-)-cermizine C.
Vilma Kraujalytė et al.
Journal of agricultural and food chemistry, 61(20), 4728-4736 (2013-05-15)
The profiles of volatile constituents of berry fruit of two Aronia melanocarpa genotypes were evaluated by headspace-solid-phase microextraction (HS-SPME), simultaneous distillation and extraction (SDE), and gas chromatography-olfactometry (GC-O). In total, 74 volatile compounds were identified in chokeberry juice, 3-penten-2-one, 3,9-epoxy-p-menth-1-ene
Akiko Fujita et al.
Scientific reports, 9(1), 10586-10586 (2019-07-25)
Epilepsy is a chronic neurological disorder affecting mammals, including humans. Uncontrolled epilepsy is associated with poor quality of life, accidents, and sudden death. In particular, temporal lobe epilepsy (TLE) is the most common type of pharmacoresistant epilepsy, which easily gets

Protocoles

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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