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2,4-Pentanedione
[CAS# 123-54-6]

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Complete supplier list of 2,4-Pentanedione
Identification
Classification Organic raw materials >> Ketone compound
Name 2,4-Pentanedione
Synonyms Acetylacetone
Molecular Structure CAS # 123-54-6, 2,4-Pentanedione, Acetylacetone
Molecular Formula C5H8O2
Molecular Weight 100.12
CAS Registry Number 123-54-6
EC Number 204-634-0
SMILES CC(=O)CC(=O)C
Properties
Density 0.975
Melting point -23 ºC
Boiling point 133-140 ºC
Refractive index 1.451-1.453
Flash point 35.5 ºC
Water solubility 16 g/100 mL (20 ºC)
Safety Data
Hazard Symbols symbol symbol symbol   GHS02;GHS06;GHS07 Danger    Details
Hazard Statements H226-H302-H311-H331    Details
Precautionary Statements P210-P233-P240-P241-P242-P243-P261-P262-P264-P270-P271-P280-P301+P317-P302+P352-P303+P361+P353-P304+P340-P316-P321-P330-P361+P364-P370+P378-P403+P233-P403+P235-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Flammable liquidsFlam. Liq.3H226
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.3H311
Acute toxicityAcute Tox.3H331
Skin sensitizationSkin Sens.1H317
Serious eye damageEye Dam.1H318
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Specific target organ toxicity - repeated exposureSTOT RE2H373
Acute toxicityAcute Tox.3H301
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Transport Information UN 2310
SDS Available
up Discovory and Applicatios
2,4-Pentanedione, also known as acetylacetone, is an organic compound with the molecular formula C5H8O2. This diketone has gained attention since its discovery in the early 20th century due to its unique chemical properties and versatile applications in various fields. The compound is a colorless to pale yellow liquid that is soluble in water, alcohol, and other organic solvents, making it a valuable reagent in synthetic chemistry.

The synthesis of 2,4-pentanedione can be achieved through several methods, including the condensation of two molecules of acetylacetone or via the cyclization of 3-oxobutanoic acid. One of the most common methods involves the reaction of acetic anhydride with sodium acetate, leading to the formation of the diketone. This process was developed to streamline the production of 2,4-pentanedione for use in different applications.

2,4-Pentanedione serves as an important building block in organic synthesis, particularly in the preparation of metal chelates. The compound readily forms stable complexes with various metal ions, including copper, nickel, and iron. These chelates are utilized in numerous applications, such as catalysis, pigment production, and as precursors in the synthesis of pharmaceuticals and agrochemicals. The ability of 2,4-pentanedione to stabilize metal ions is particularly valuable in the production of high-performance catalysts used in organic reactions.

In the field of materials science, 2,4-pentanedione is employed in the synthesis of polymers and coatings. It acts as a crosslinking agent, enhancing the mechanical properties and thermal stability of polymeric materials. The incorporation of 2,4-pentanedione into polymer formulations can improve the durability and longevity of coatings, making it an essential component in industrial applications.

Another significant application of 2,4-pentanedione is in the pharmaceutical industry, where it is used as an intermediate in the synthesis of various biologically active compounds. The diketone's ability to undergo diverse chemical transformations allows for the creation of a wide range of pharmaceutical agents, including anti-inflammatory drugs and antibiotics. Additionally, 2,4-pentanedione serves as a solvent for numerous organic reactions, providing a medium in which chemical processes can occur efficiently.

Moreover, 2,4-pentanedione is commonly utilized as a flavoring agent in the food industry due to its pleasant, buttery flavor profile. It is often found in baked goods, dairy products, and confectioneries, enhancing the sensory experience of food products. Its use in food applications is regulated to ensure safety and compliance with health standards.

Despite its versatility, safety considerations must be observed when handling 2,4-pentanedione. The compound can cause irritation to the skin, eyes, and respiratory tract upon exposure. Therefore, proper safety precautions, including the use of personal protective equipment and adequate ventilation, are essential when working with this substance in laboratories and industrial settings.

In summary, 2,4-pentanedione is a valuable compound with a wide range of applications in organic synthesis, materials science, pharmaceuticals, and food flavoring. Its discovery and continued utilization highlight the significance of diketones in chemical research and industry. As new applications are explored, 2,4-pentanedione is likely to remain an important reagent in various fields of science and technology.
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