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Acetylacetone

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Identification
Molecular formula
C5H8O2
CAS number
123-54-6
IUPAC name
3-isopropylpentane-2,4-dione
State
State

Liquid at room temperature.

Melting point (Celsius)
-23.00
Melting point (Kelvin)
250.15
Boiling point (Celsius)
140.00
Boiling point (Kelvin)
413.15
General information
Molecular weight
100.12g/mol
Molar mass
100.1160g/mol
Density
0.9750g/cm3
Appearence

Acetylacetone is a colorless or slightly yellow liquid with a characteristic odor. It is often used as a ligand in coordination chemistry and has a diketone functional group which makes it an excellent chelating agent.

Comment on solubility

Solubility of 3-isopropylpentane-2,4-dione

3-isopropylpentane-2,4-dione, also known as a diketone, exhibits some interesting solubility characteristics:

  • Solvent Compatibility: It is generally soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Limited Aqueous Solubility: The solubility in water is relatively low due to the large hydrophobic isopropyl group which hinders interaction with water molecules.
  • Temperature Dependency: Solubility may increase with temperature, as is typical for many organic compounds.

Overall, the solubility of 3-isopropylpentane-2,4-dione illustrates the classic interplay between structure and solubility: larger hydrophobic components tend to reduce solubility in polar solvents like water.

In conclusion, while 3-isopropylpentane-2,4-dione shows good solubility in nonpolar and polar aprotic solvents, its solubility in water is notably limited, emphasizing the concept of like dissolves like.

Interesting facts

Interesting Facts about 3-Isopropylpentane-2,4-dione

3-Isopropylpentane-2,4-dione, often recognized for its role in organic synthesis, exhibits intriguing properties and applications that captivate both students and professionals in the field of chemistry. Here are some compelling insights:

  • Structural Variety: The compound features a unique structural arrangement that allows for diverse chemical reactivity, making it valuable for various synthetic applications.
  • Use in Organic Synthesis: It is utilized as an important intermediate in the fabrication of pharmaceuticals and agrochemicals, underscoring its significance in industrial chemistry.
  • Aromatic Precursor: Due to its properties, 3-isopropylpentane-2,4-dione can act as a precursor for constructing more complex aromatic compounds, which are fundamental in many chemical industries.
  • Stable Tautomerism: This compound exhibits tautomerism, where it exists in two interconvertible forms, showcasing a remarkable aspect of carbonyl chemistry.
  • Educational Value: The study of this compound presents a practical example for students in understanding concepts like keto-enol tautomerism, which is a crucial topic in organic chemistry.
  • Potential Applications: Beyond laboratory use, research is ongoing into its potential applications in materials science, particularly in the development of polymers and specialty chemicals.

As stated by a renowned chemist, "The beauty of organic molecules lies in their complexity and the endless possibilities they present for innovation." 3-Isopropylpentane-2,4-dione is a testament to this philosophy, exemplifying how a single compound can hold substantial potential across various scientific domains.

Synonyms
3-(1-Methylethyl)pentane-2,4-dione
Isopropylacetylacetone
2,4-Pentanedione, 3-isopropyl-
3-ISOPROPYL-2,4-PENTANEDIONE
NSC-8341
EINECS 216-275-7
3-(1-methylethyl)-2,4-pentanedione
22459358PR
DTXSID10165513
NSC 8341
DTXCID4088004
216-275-7
bpihcirsgqkclt-uhfffaoysa-n
1540-38-1
3-propan-2-ylpentane-2,4-dione
2,4-Pentanedione, 3-(1-methylethyl)-
2,4-Pentanedione,3-(1-methylethyl)-
NSC8341
2, 3-isopropyl-
3-ISOPROPYLPENTANE-2,4-DIONE
2, 3-(1-methylethyl)-
SCHEMBL1310899
3-isopropyl-pentane-2,4-dione
UNII-22459358PR
AKOS004907982
DB-339415
NS00025009