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
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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[1].
Application
2,3-Pentanedione can be used as a reactant to synthesize:
- Bisphenol derivatives by acid-catalyzed condensation reaction with phenols.[2]
- 2-Ethyl-3-methyl-1H-indole by Pd-catalyzed reaction with aniline under reductive conditions.[3]
- 2-Ethyl-3-methylquinoxaline by condensation reaction with o-phenylenediamine using citric acid as a catalyst.[4]
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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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
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)
Qinoxaline II. A practical efficient and rapid synthesis of new quinoxalines catalyzed by citric acid as a trifunctional Bronsted acid at room temperature under green condition
Sajjadifar S, et al.
International Journal of ChemTech Research, 5(1), 422-429 (2013)
[(S)-BINAP] PdBr2-catalyzed direct synthesis of 2, 3-disubstituted indoles via a tandem reaction between arylamines and α-diketones
Cabrera A, et al.
Tetrahedron Letters, 52(50), 6758-6762 (2011)
Synthesis and biological validation of a ubiquitous quorum-sensing molecule.
Michael M Meijler et al.
Angewandte Chemie (International ed. in English), 43(16), 2106-2108 (2004-04-15)
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