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Key Documents

W284106

Sigma-Aldrich

2,3-Pentanedione

≥96%, FCC, FG

Synonym(s):

Acetylpropionyl

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About This Item

Linear Formula:
CH3CH2COCOCH3
CAS Number:
Molecular Weight:
100.12
FEMA Number:
2841
Beilstein:
1699638
EC Number:
Council of Europe no.:
2039
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.060
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.515

Assay

≥96%

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.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

caramel; cheese; creamy; buttery; sweet

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

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Application


  • Changes in physicochemical properties and microbial community succession during leaf stacking fermentation.: This research investigates the changes in physicochemical properties and microbial communities during leaf fermentation, with a focus on the role of volatile compounds like 2,3-pentanedione. The study provides insights into fermentation processes and microbial interactions (Zhang et al., 2023).

Biochem/physiol Actions

Odor at 1.0%
Taste at 1-5.0 ppm

Other Notes

Natural occurrence: Butter, cocoa, coffee, potato chips, roasted almonds, pecans, wheat bread, and yogurt.

Legal Information

Additional information may be required prior to purchase of this material

Signal Word

Danger

Hazard 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 - closed cup

Flash Point(C)

19 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Roles of arginyl residues in pyridoxamine-5'-phosphate oxidase from rabbit liver.
J D Choi et al.
Biochemistry, 20(20), 5722-5728 (1981-09-29)
G G Chang et al.
Biochimica et biophysica acta, 660(2), 341-347 (1981-08-13)
The reaction of pigeon liver malic enzyme (L-malate:NADP+ oxidoreductase (oxaloacetate-decarboxylating), EC 1.1.1.40) with dicarbonyl compounds (2,3-butanedione, methylglyoxal, 2,4-pentanedione, and phenylglyoxal) resulted in a rapid loss of its enzymatic activity. The inactivation showed pseudo-first-order kinetics for all the dicarbonyls studied. All
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)
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
B R Epperly et al.
The Journal of biological chemistry, 264(31), 18296-18301 (1989-11-05)
Incubation of homogeneous preparations of L-threonine dehydrogenase from Escherichia coli with 2,3-butanedione, 2,3-pentanedione, phenylglyoxal, or 1,2-cyclohexanedione causes a time- and concentration-dependent loss of enzymatic activity; plots of log percent activity remaining versus time are linear to greater than 90% inactivation

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