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Merck

241962

Sigma-Aldrich

2,3-Pentanedion

97%

Synonym(e):

Acetylpropionyl

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About This Item

Lineare Formel:
CH3CH2COCOCH3
CAS-Nummer:
Molekulargewicht:
100.12
Beilstein:
1699638
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

97%

Brechungsindex

n20/D 1.404 (lit.)

bp

110-112 °C (lit.)

mp (Schmelzpunkt)

−52 °C (lit.)

Dichte

0.957 g/mL at 25 °C (lit.)

Funktionelle Gruppe

ketone

Lagertemp.

2-8°C

SMILES String

CCC(=O)C(C)=O

InChI

1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3

InChIKey

TZMFJUDUGYTVRY-UHFFFAOYSA-N

Angaben zum Gen

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Allgemeine Beschreibung

2,3-Pentanedione (acetylpropionyl) is one of the aroma active compounds of cereal coffee brew.

Anwendung

2,3-Pentanedione can be used as a reactant to synthesize:
  • Bisphenol derivatives by acid-catalyzed condensation reaction with phenols.
  • 2-Ethyl-3-methyl-1H-indole by Pd-catalyzed reaction with aniline under reductive conditions.
  • 2-Ethyl-3-methylquinoxaline by condensation reaction with o-phenylenediamine using citric acid as a catalyst.

Signalwort

Danger

Gefahreneinstufungen

Flam. Liq. 2 - Skin Sens. 1B - STOT RE 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

66.2 °F - open cup

Flammpunkt (°C)

19 °C - open cup

Persönliche Schutzausrüstung

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


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Die Dokumentenbibliothek aufrufen

Regioselective synthesis of renewable bisphenols from 2, 3-pentanedione and their application as plasticizers
Schutyser W, et al.
Green Chemistry, 16(4), 1999-2007 (2014)
Małgorzata A Majcher et al.
Journal of agricultural and food chemistry, 61(11), 2648-2654 (2013-02-19)
Cereal coffee is a coffee substitute made mainly from roasted cereals such as barley and rye (60-70%), chicory (15-20%), and sugar beets (6-10%). It is perceived by consumers as a healthy, caffeine free, non-irritating beverage suitable for those who cannot
J Carballo et al.
The Italian journal of biochemistry, 42(2), 79-89 (1993-03-01)
L-glycol dehydrogenase from Enterobacter aerogenes shows a high affinity by NADH (Ks = 2-4 microM; Km = 4.3-9.7 microM), which indicates that it must operate in vivo saturated with this coenzyme. Michaelis and dissociation constants for the reduction of the
V A Yaylayan et al.
Journal of agricultural and food chemistry, 47(8), 3280-3284 (1999-12-20)
Model studies using independently labeled D-[(13)C]glucoses and L-[(13)C]alanines have indicated that 2,3-butanedione is formed by a single pathway involving only glucose carbon atoms, whereas 2, 3-pentanedione is formed by two pathways, one involving glucose carbon atoms (10%) and the other
J H Chou et al.
Genetics, 157(1), 211-224 (2001-01-05)
Caenorhabditis elegans odr-2 mutants are defective in the ability to chemotax to odorants that are recognized by the two AWC olfactory neurons. Like many other olfactory mutants, they retain responses to high concentrations of AWC-sensed odors; we show here that

Protokolle

-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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