Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

145017

Sigma-Aldrich

3-Penten-2-one

70%

Synonym(s):

Methyl propenyl ketone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3CH=CHCOCH3
CAS Number:
625-33-2
Molecular Weight:
84.12
Beilstein:
1633505
EC Number:
210-888-3
MDL number:
MFCD00009290
UNSPSC Code:
12352100
PubChem Substance ID:
24848542
NACRES:
NA.22

vapor pressure

760 mmHg ( 121 °C)

Quality Level

100

Assay

70%

form

liquid

impurities

<2% ethanol
30% mesityl oxide

refractive index

n20/D 1.437 (lit.)

bp

121-124 °C (lit.)

density

0.862 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC(C=CC)=O

InChI

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

InChI key

LABTWGUMFABVFG-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

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.

Biochem/physiol Actions

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.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Statements

H225,H311,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

69.8 °F - closed cup

Flash Point(C)

21 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000378674
0000380297
0000380297
0000273868
0000378674

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service