241962
2,3-Pentanedione
97%
Synonym(s):
Acetylpropionyl
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About This Item
Linear Formula:
CH3CH2COCOCH3
CAS Number:
Molecular Weight:
100.12
Beilstein:
1699638
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
refractive index
n20/D 1.404 (lit.)
bp
110-112 °C (lit.)
mp
−52 °C (lit.)
density
0.957 g/mL at 25 °C (lit.)
functional group
ketone
storage temp.
2-8°C
SMILES string
CCC(=O)C(C)=O
InChI
1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3
InChI key
TZMFJUDUGYTVRY-UHFFFAOYSA-N
Gene Information
human ... ACHE(43), BCHE(590), CES1(1066)
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General description
2,3-Pentanedione (acetylpropionyl) is one of the aroma active compounds of cereal coffee brew.
Application
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 2 - Skin Sens. 1B - STOT RE 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
66.2 °F - open cup
Flash Point(C)
19 °C - open cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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