Pentane-2,4-dione

C5H8O2

pentane-2,4-dione

CAS123-54-6
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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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 diketone compound with characteristic enol-keto tautomerism and chelating properties. Pentane-2,4-dione, also known by its CAS number 123-54-6, is a β-diketone with the molecular formula C5H8O2 and a molecular weight of 100.12 g/mol. This colorless to pale yellow liquid exhibits unique chemical behavior due to its ability to exist in equilibrium between keto and enol tautomeric forms, making it valuable in various industrial applications requiring chelation and complexation properties. The compound is classified as a flammable liquid category 3 and acute toxicity category 4 under the GHS system, requiring appropriate handling precautions. Its hazard profile includes the warning signal word with corresponding GHS02 (flame) and GHS07 (exclamation mark) pictograms. For transportation purposes, it falls under ADR class 3, reflecting its flammable nature. Key industrial applications of pentane-2,4-dione include its use as a chelating agent in metal extraction and purification processes, as an intermediate in pharmaceutical synthesis, and as a stabilizer in various chemical formulations. The compound's ability to form stable complexes with metal ions makes it particularly valuable in analytical chemistry and coordination compound synthesis. Similar ketones such as cyclohexanone and 4-methoxy-4-methylpentan-2-one share some industrial applications but lack the distinctive β-diketone structure that gives pentane-2,4-dione its unique chelating capabilities. The enol-keto tautomerism of pentane-2,4-dione contributes to its reactivity profile, allowing it to participate in diverse chemical reactions including aldol condensations, metal coordination, and nucleophilic substitutions. This versatility makes it an essential building block in organic synthesis. OYSI provides high-quality pentane-2,4-dione to meet diverse industrial requirements across European markets.

Safety & Classification

Warning
Classification:

Flam. Liq. 3; Acute Tox. 4 *

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H302

Harmful if swallowed.

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

Harmful

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 Number2310
ADR Class3
Packing GroupIII
Tunnel CodeD/E
Proper Shipping NamePentan-2,4-dion
Marine PollutantNo

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 is a β-diketone featuring two ketone functional groups separated by a methylene bridge. With a molecular weight of 100.12 g/mol, this compound serves as an important industrial intermediate and chelating agent in various chemical processes.

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 characteristic sweet, fruity odor. It exhibits keto-enol tautomerism, existing in equilibrium between its ketone and enol forms. The compound is moderately soluble in water and miscible with most organic solvents including alcohols, ethers, and hydrocarbons, making it versatile for various chemical applications.

What is pentane-2,4-dione used for?

Pentane-2,4-dione serves as a chelating agent for metal ions, making it valuable in analytical chemistry and metal purification processes. It is widely used as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical manufacturing. Additionally, it functions as a solvent, fuel additive, and precursor for various chemical compounds in industrial applications.

How to handle pentane-2,4-dione safely?

Pentane-2,4-dione must be handled with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume extraction to avoid inhalation exposure. Keep away from ignition sources as it is classified as Flam. Liq. 3. Avoid skin and eye contact due to its Acute Tox. 4 classification.

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 and ignition points. Keep containers away from direct sunlight and maintain temperatures below 25°C when possible. Store separately from strong oxidizing agents and bases. Ensure proper grounding and bonding when transferring to prevent static electricity buildup.

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, rinse immediately with plenty of clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. 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 waste must be disposed of according to local and national hazardous waste regulations. Contact licensed waste disposal contractors for proper treatment and disposal. Do not discharge into drains, sewers, or waterways. Small quantities may be incinerated in approved facilities with adequate temperature control and emission treatment. Always consult local authorities for specific disposal requirements in your region.

How to transport pentane-2,4-dione?

Pentane-2,4-dione is classified under ADR Class 3 (Flammable Liquids), Packing Group III for transportation. It must be packaged in UN-approved containers with appropriate hazard labels and documentation. Transport vehicles must comply with ADR requirements for Class 3 substances, including proper ventilation, fire extinguishing equipment, and driver certification. Ensure packages are properly secured and labeled during transit.

Is pentane-2,4-dione subject to specific regulations?

Pentane-2,4-dione is regulated under the CLP Regulation with hazard classifications Flam. Liq. 3 and Acute Tox. 4, requiring appropriate labeling with GHS02 and GHS07 pictograms and 'Warning' signal word. It falls under REACH registration requirements for manufacturers and importers. The substance is not currently listed as a SVHC (Substance of Very High Concern) under REACH regulations.

Where to buy pentane-2,4-dione in Europe?

Pentane-2,4-dione is available through OYSI, a reliable European distributor of specialty chemicals. OYSI provides high-quality pentane-2,4-dione with proper documentation, safety data sheets, and regulatory compliance for various industrial applications. As an established chemical distributor, OYSI ensures reliable supply chains and technical support for customers across Europe requiring this important chemical intermediate.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.