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145017

Sigma-Aldrich

3-Penten-2-one

70%

Sinonimo/i:

Methyl propenyl ketone

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About This Item

Formula condensata:
CH3CH=CHCOCH3
Numero CAS:
625-33-2
Peso molecolare:
84.12
Beilstein:
1633505
Numero CE:
210-888-3
Numero MDL:
MFCD00009290
Codice UNSPSC:
12352100
ID PubChem:
24848542
NACRES:
NA.22

Tensione di vapore

760 mmHg ( 121 °C)

Livello qualitativo

100

Saggio

70%

Stato

liquid

Impurezze

<2% ethanol
30% mesityl oxide

Indice di rifrazione

n20/D 1.437 (lit.)

P. ebollizione

121-124 °C (lit.)

Densità

0.862 g/mL at 25 °C (lit.)

Gruppo funzionale

ketone

Stringa SMILE

CC(C=CC)=O

InChI

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

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Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Pittogrammi

FlameSkull and crossbones
GHS02,GHS06

Avvertenze

Danger

Indicazioni di pericolo

H225,H311,H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

69.8 °F - closed cup

Punto d’infiammabilità (°C)

21 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKBH9975V
MKBH9724V
MKBC7722
MKBC6467
50696KJ

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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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

Protocolli

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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