Acetylacetone
It is colorless or slightly yellow transparent liquid with unpleasant odor, m.p.-23° C, b.p.140.4° C, n20D1.4520, relative density 0.975, miscible with organic solvents such as ethanol, ether, chloroform, acetone and glacial acetic acid, soluble in water, the product is fl ammable and corrosive.
It can be used as raw materials and organic intermediates for pharmaceuticals, as well as solvent
Introduction
Acetylacetone is a versatile organic compound with keto-enol tautomerism, making it a key intermediate in chemical synthesis. Its unique properties allow it to act as a ligand in coordination chemistry and a precursor in various industrial processes.
Chemical Characteristics
| Melting point | -23 °C (lit.) |
| Boiling point | 140.4 °C (lit.) |
| density | 0.975 g/mL at 25 °C (lit.) |
| vapor density | 3.5 (vs air) |
| vapor pressure | 6 mm Hg ( 20 °C) |
| refractive index | n |
| Fp | 66 °F |
| storage temp. | Store below +30°C. |
| solubility | H2O: soluble1 in 8 parts |
| pka | 8.9(at 25℃) |
| form | Liquid |
| color | very deep green-yellow |
| Relative polarity | 0.571 |
| Odor | pleasant odor |
| PH | 6 (200g/l, H2O, 20℃) |
| explosive limit | 2.4-11.4%(V) |
| Water Solubility | 16 g/100 mL (20 ºC) |
| Merck | 14,81 |
| BRN | 741937 |
| Dielectric constant | 23.1（20℃） |
| Exposure limits | No exposure limit has been set. |
| InChIKey | YRKCREAYFQTBPV-UHFFFAOYSA-N |
| LogP | 0.68 at 20℃ |
| CAS DataBase Reference | 123-54-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetylacetone(123-54-6) |
| EPA Substance Registry System | Acetylacetone (123-54-6) |
Applications
Chemical Synthesis
Used as a precursor for heterocyclic compounds.
Starting material for the synthesis of pharmaceuticals and agrochemicals.
Coordination Chemistry
Functions as a bidentate ligand forming stable metal complexes.
Utilized in catalysis and material science.
Industrial Applications
Additive in paints, coatings, and adhesives.
Intermediate in the production of flavor and fragrance compounds.
Analytical Chemistry
Employed as a reagent for the determination of certain metals.
Handling and Storage
Storage Conditions:
Store in a cool, dry, and well-ventilated area. Keep away from heat, open flames, and incompatible materials such as strong oxidizers.Safety Precautions:
Flammable: Handle with care near ignition sources.
Toxicity: Avoid inhalation and contact with skin or eyes.
PPE: Use gloves, goggles, and protective clothing when handling.
FAQs
1. What is the significance of acetylacetone's keto-enol tautomerism?
The tautomerism enhances its reactivity and makes it a versatile ligand in coordination chemistry.
2. Can acetylacetone be used in aqueous solutions?
Yes, it is miscible with water and can be used in aqueous systems depending on the application.
3. What are the common metal complexes formed with acetylacetone?
It forms stable chelates with metals such as aluminum, titanium, and copper, often used in catalysis and material science.
4. Is acetylacetone environmentally hazardous?
It is flammable and can pose risks to aquatic environments. Proper disposal and handling are required.
For further technical details or application-specific guidance, consult the product's technical data sheet (TDS) or safety data sheet (SDS).
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