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CAS 600-14-6

2,3-Pentanedione TCI P0051

2,3-Pentanedione TCI P0051

Chemical Identity

CAS No.
600-14-6
PubChem
CID 11747·SID 87574323
Formula
C5H8O2
Molecular weight
100.12 g/mol
Purity
>97.0%(GC)
Reference databases
ChEBI·ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
pentane-2,3-dione
SMILES
CCC(=O)C(=O)C
InChIKey
TZMFJUDUGYTVRY-UHFFFAOYSA-N
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2,3-Pentanedione is an α-diketone, meaning its molecule carries two adjacent carbonyl groups along a five-carbon chain. TCI supplies it as a non-heterocyclic building block for laboratory use. It is closely related to diacetyl (2,3-butanedione) and is known as an aroma compound with buttery or caramel-like notes. In the laboratory, it is used to synthesise heterocycles such as quinoxalines and pyrazines, in flavour chemistry research, and as an analytical standard for profiling volatile compounds in food and beverages.

Because the two carbonyl groups sit side by side, 2,3-pentanedione reacts readily with bifunctional nucleophiles. Its condensation with 1,2-diamines, for example, can give heteroaromatic rings efficiently. The chain is unsymmetrical, with a methyl side and an ethyl side, so researchers can use it to study the regioselectivity of reactions. It is a volatile yellow liquid with a distinctive odour. These properties make it important in sensory studies and in gas chromatographic analysis of aroma compounds, where a well-defined reference material is needed.

In Indonesia, 2,3-pentanedione is relevant to food technology laboratories researching the aroma of coffee, cocoa, dairy, and related products, which are key commodities and industries in the country. University organic chemistry groups can use it as a starting material for heterocyclic synthesis and reaction mechanism studies. Quality control and analytical laboratories can use it as a reference compound when identifying and quantifying volatile flavour components by gas chromatography, supporting both research and product development work.

  • Quinoxaline synthesis: the adjacent carbonyl groups condense efficiently with 1,2-diamines, making this compound a practical precursor for building quinoxaline ring systems in organic synthesis.
  • Pyrazine synthesis: as an α-diketone, it reacts with suitable bifunctional nitrogen nucleophiles to form pyrazines, which are important both as heterocyclic scaffolds and as aroma compounds.
  • Regioselectivity studies: its unsymmetrical chain, with a methyl side and an ethyl side, lets researchers observe which carbonyl reacts preferentially and study selectivity in condensation reactions.
  • Flavour chemistry research: its known buttery and caramel-like aroma, and its close relationship to diacetyl, make it a useful model compound for studying aroma formation and sensory perception.
  • Analytical reference standard: as a volatile, distinctly odorous liquid, it serves as a reference compound for gas chromatographic identification of volatile constituents in food and beverage samples.

Brand TCI (product code P0051)
CAS number 600-14-6
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes please check the available pack sizes on the product listing
Physical form volatile yellow liquid with a distinctive odour
Storage keep tightly closed in a cool, well-ventilated place; follow the manufacturer's label and SDS

Store 2,3-pentanedione in its original, tightly sealed container in a cool, dry, well-ventilated area, away from heat, sparks, open flames, and direct sunlight. Because it is volatile and strongly odorous, reseal the container promptly after use so the material does not evaporate or contaminate nearby samples. Keep it away from strong oxidising agents and incompatible reagents. Handle it in a fume hood while wearing suitable gloves, safety glasses, and a lab coat, and avoid breathing the vapour. Always read the TCI Safety Data Sheet before use, and dispose of waste according to local regulations and your institution's procedures.

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