Pentane-2,4-dione
C5H8O2
pentane-2,4-dione
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Identification
- CAS Number
- 123-54-6
- EC Number
- 204-634-0
- UN Number
- 2310
- Index Number
- 606-029-00-0
- PubChem CID
- 31261
Physical-chemical properties
- Molecular Formula
- C5H8O2
- Molar Mass
- 100.12 g/mol
- IUPAC Name
- pentane-2,4-dione
Chemical Identifiers
- InChI
- InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
- InChI Key
- YRKCREAYFQTBPV-UHFFFAOYSA-N
Overview
Pentane-2,4-dione (CAS 123-54-6) is a β-diketone compound with chelating properties and distinctive enol-keto tautomerism behavior. This organic compound, also known by its IUPAC name pentane-2,4-dione, represents a fundamental β-diketone structure characterized by two ketone groups separated by a single methylene bridge. With the molecular formula C5H8O2 and a molecular weight of 100.12 g/mol, this versatile chemical intermediate exhibits unique tautomeric equilibrium between its keto and enol forms, making it particularly valuable in coordination chemistry and synthetic applications. The compound's chemical structure allows for efficient metal chelation, forming stable complexes with various metal ions through its oxygen atoms. This property distinguishes it from simpler ketones like cyclohexanone, which lacks the dual carbonyl functionality essential for chelation. The presence of the active methylene group between the two carbonyl functions creates an acidic hydrogen that readily participates in enolization reactions. From a safety perspective, pentane-2,4-dione is classified as a flammable liquid (Category 3) and carries acute toxicity warnings (Category 4), requiring appropriate handling precautions. The compound displays GHS02 and GHS07 pictograms with a "Warning" signal word, reflecting its moderate hazard profile for industrial use. Primary industrial applications include its use as a chelating agent in metal extraction processes, as a chemical intermediate in pharmaceutical synthesis, and as a stabilizer in various formulations. The compound serves as a crucial building block in organometallic chemistry, where its ability to form stable metal complexes proves invaluable for catalyst preparation and purification processes. OYSI provides reliable supply of pentane-2,4-dione to support diverse industrial applications across European markets.
Safety & Classification
Flam. Liq. 3; Acute Tox. 4 *
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).
First Aid Measures
Ingestion
Measures if substance is accidentally swallowed
First Aid Actions
- +P301IF SWALLOWED:
- +P330Rinse mouth.
- +P331Do NOT induce vomiting.
- +P310Immediately call a POISON CENTER/doctor.
Related hazard statements:
General Measures
Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)
First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.
Transport (ADR)
| UN Number | 2310 |
| ADR Class | 3 |
| Packing Group | III |
| Tunnel Code | D/E |
| Proper Shipping Name | Pentan-2,4-dion |
| Marine Pollutant | No |
Frequently Asked Questions
What is pentane-2,4-dione?
Pentane-2,4-dione is an organic chemical compound with the molecular formula C5H8O2 and CAS number 123-54-6. Also known as acetylacetone, it belongs to the family of beta-diketones and has a molecular weight of 100.12 g/mol. This compound is classified as a flammable liquid (Class 3) and carries acute toxicity warnings. It appears as a colorless to pale yellow liquid with a characteristic odor and is widely used in industrial applications.
What are the physicochemical properties of pentane-2,4-dione?
Pentane-2,4-dione is a colorless to pale yellow liquid at room temperature with a distinctive sweet, acetone-like odor. It has a molecular weight of 100.12 g/mol and exhibits good solubility in organic solvents such as ethanol, ether, and acetone, while being partially miscible with water. The compound demonstrates keto-enol tautomerism, existing in equilibrium between its ketone and enol forms, which contributes to its chemical reactivity and chelating properties.
What is pentane-2,4-dione used for?
Pentane-2,4-dione is primarily used as a chelating agent in metal extraction and purification processes, particularly in analytical chemistry and metallurgy. It serves as an important intermediate in organic synthesis, catalyst preparation, and as a stabilizer for various chemical formulations. The compound is also utilized in the production of metal acetylacetonates, which are valuable catalysts in polymerization reactions and as precursors for advanced materials manufacturing.
How to handle pentane-2,4-dione safely?
Pentane-2,4-dione requires careful handling due to its flammable nature and acute toxicity classification. Personal protective equipment including chemical-resistant gloves, safety goggles, and appropriate respiratory protection should be worn. Work in well-ventilated areas away from ignition sources, open flames, and hot surfaces. Avoid skin and eye contact, and prevent inhalation of vapors. Use appropriate grounding and bonding procedures when transferring the material to prevent static electricity buildup.
How to store pentane-2,4-dione correctly?
Pentane-2,4-dione should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources, sparks, and open flames. Keep containers in a secure location with appropriate secondary containment and maintain storage temperatures below 25°C when possible. Store separately from strong oxidizing agents, strong bases, and incompatible materials. Ensure storage areas are equipped with appropriate fire suppression systems and emergency response equipment.
What to do in case of contact with pentane-2,4-dione?
In case of skin contact with pentane-2,4-dione, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move the person to fresh air immediately and provide artificial respiration if breathing has stopped. In case of ingestion, do not induce vomiting and seek immediate medical attention.
How to dispose of pentane-2,4-dione appropriately?
Pentane-2,4-dione must be disposed of in accordance with local, national, and international waste regulations as a hazardous chemical waste. The material should not be discharged into drains, waterways, or the environment. Contact licensed hazardous waste disposal companies for proper collection and treatment. Small quantities may be suitable for controlled incineration at appropriate high-temperature facilities with proper emission controls and permits.
How to transport pentane-2,4-dione?
Pentane-2,4-dione is classified under ADR as Class 3 (flammable liquids), Packing Group III, requiring appropriate packaging and labeling for transport. Containers must meet UN specification requirements and display proper hazard labels including GHS02 and GHS07 pictograms. Transport vehicles should be equipped with appropriate fire extinguishing equipment and emergency response information. Drivers must hold valid ADR certification and follow prescribed routing and safety protocols during transportation.
Is pentane-2,4-dione subject to specific regulations?
Pentane-2,4-dione is subject to various European regulations including REACH registration requirements and CLP classification obligations. It is classified as Flam. Liq. 3 and Acute Tox. 4 under CLP regulation, requiring appropriate labeling with Warning signal word and specific hazard pictograms. The substance is not currently listed as an SVHC (Substance of Very High Concern) under REACH. Users must comply with occupational exposure limits and workplace safety requirements.
Where to buy pentane-2,4-dione in Europe?
Pentane-2,4-dione is available through OYSI, a leading European distributor of specialty chemicals serving industrial customers across the continent. OYSI provides reliable supply chain solutions with proper documentation, safety data sheets, and regulatory compliance support. As an established chemical distributor, OYSI ensures product quality, appropriate packaging, and adherence to transportation regulations while offering technical support to customers throughout Europe for their pentane-2,4-dione requirements.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.