Methyl 3-oxobutanoate

C5H8O3

methyl 3-oxobutanoate

CAS105-45-3
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
105-45-3
EC Number
203-299-8
UN Number
Index Number
607-137-00-0
PubChem CID
7757

Physical-chemical properties

Molecular Formula
C5H8O3
Molar Mass
116.11 g/mol
IUPAC Name
methyl 3-oxobutanoate

Chemical Identifiers

InChI
InChI=1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3
InChI Key
WRQNANDWMGAFTP-UHFFFAOYSA-N

Overview

Methyl 3-oxobutanoate (CAS 105-45-3) is a beta-keto ester compound with excellent solvent properties and chemical reactivity for synthetic applications. This versatile organic compound, also known by its IUPAC designation methyl 3-oxobutanoate, belongs to the family of keto esters that play crucial roles in industrial chemistry and pharmaceutical synthesis. With a molecular formula of C5H8O3 and molecular weight of 116.11 g/mol, this colorless liquid exhibits the characteristic properties of both ketones and esters, making it valuable for various chemical transformations and manufacturing processes. The compound's bifunctional nature stems from the presence of both a ketone group at the 3-position and a methyl ester functionality, enabling it to participate in diverse chemical reactions including condensation reactions, cyclizations, and nucleophilic additions. This structural versatility makes it particularly useful in the synthesis of heterocyclic compounds and pharmaceutical intermediates, where it often serves alongside other synthetic building blocks such as 4-hydroxy-4-methylpentan-2-one in complex multi-step processes. From a safety perspective, methyl 3-oxobutanoate is classified as Eye Irritant Category 2 under GHS regulations, requiring appropriate handling precautions and protective equipment. The compound carries a Warning signal word and displays the GHS07 pictogram, indicating the need for standard laboratory safety protocols during handling and storage. Primary industrial applications include its use as a chemical intermediate in pharmaceutical synthesis, as a specialty solvent in chemical processing, and as a building block in the production of flavoring compounds and fine chemicals. The compound's reactivity profile makes it particularly valuable in the manufacture of active pharmaceutical ingredients where precise chemical transformations are required. OYSI maintains reliable supply chains for methyl 3-oxobutanoate to support European industrial customers across pharmaceutical, chemical, and specialty applications sectors.

Safety & Classification

Warning
Classification:

Eye Irrit. 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H319

Causes serious eye irritation.

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

Eye Contact

Irritant

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

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.

Frequently Asked Questions

What is methyl 3-oxobutanoate?

Methyl 3-oxobutanoate is an organic chemical compound with the molecular formula C5H8O3 and CAS number 105-45-3. This ester has a molecular weight of 116.11 g/mol and belongs to the beta-keto ester family. It is classified as an eye irritant under GHS regulations, requiring appropriate safety precautions during handling. The compound is commonly used as an intermediate in organic synthesis and pharmaceutical applications.

What are the physicochemical properties of methyl 3-oxobutanoate?

Methyl 3-oxobutanoate is typically a colorless to pale yellow liquid at room temperature with a characteristic fruity odor. The compound has good solubility in organic solvents such as alcohols, ethers, and esters, while showing limited solubility in water. Its beta-keto ester structure makes it relatively stable under normal conditions but susceptible to hydrolysis in strongly acidic or basic environments.

What is methyl 3-oxobutanoate used for?

Methyl 3-oxobutanoate serves primarily as a versatile building block in organic synthesis and pharmaceutical manufacturing. It is commonly used in the production of various pharmaceuticals, agrochemicals, and fine chemicals. The compound acts as an important intermediate for synthesizing heterocyclic compounds, amino acids derivatives, and other complex organic molecules. Its applications extend to research laboratories for chemical synthesis and development work.

How to handle methyl 3-oxobutanoate safely?

Methyl 3-oxobutanoate should be handled with appropriate personal protective equipment including safety glasses, chemical-resistant gloves, and protective clothing. Since it is classified as Eye Irritant Category 2, avoid contact with eyes and skin. Work in well-ventilated areas or under fume hoods to minimize inhalation exposure. Ensure emergency eyewash stations and safety showers are readily accessible when working with this substance.

How to store methyl 3-oxobutanoate correctly?

Methyl 3-oxobutanoate should be stored in tightly sealed containers in a cool, dry, and well-ventilated area away from direct sunlight and heat sources. Keep containers away from strong oxidizing agents, strong acids, and strong bases to prevent unwanted reactions. Store at room temperature in original packaging with proper labeling. Ensure storage areas comply with local fire safety regulations and chemical storage requirements.

What to do in case of contact with methyl 3-oxobutanoate?

In case of eye contact with methyl 3-oxobutanoate, immediately flush eyes with plenty of clean water for at least 15 minutes and seek medical attention promptly due to its eye irritant properties. For skin contact, wash thoroughly with soap and water. If inhaled, move to fresh air immediately. In case of ingestion, do not induce vomiting and seek medical advice. Remove contaminated clothing and wash before reuse.

How to dispose of methyl 3-oxobutanoate properly?

Methyl 3-oxobutanoate must be disposed of according to local, national, and international waste regulations. Contact authorized waste disposal companies for proper handling and treatment. Do not pour down drains or release into the environment. Small quantities may be suitable for incineration at licensed facilities with appropriate emission controls. Always consult safety data sheets and local authorities for specific disposal requirements and approved disposal methods.

How to transport methyl 3-oxobutanoate?

Methyl 3-oxobutanoate can be transported following general chemical transportation guidelines, as it does not appear to have specific ADR classification requirements. However, proper packaging in suitable containers with appropriate labeling including GHS pictogram GHS07 and warning signal word is essential. Ensure packages are properly secured during transport and comply with carrier-specific requirements for chemical shipments and local transportation regulations.

Is methyl 3-oxobutanoate subject to specific regulations?

Methyl 3-oxobutanoate is subject to standard chemical regulations including REACH registration requirements in Europe and CLP classification as Eye Irritant Category 2. It is not classified as a Substance of Very High Concern (SVHC) under REACH. Companies must comply with safety data sheet requirements, proper labeling with GHS pictogram GHS07, and workplace safety regulations when handling this substance professionally.

Where to buy methyl 3-oxobutanoate in Europe?

Methyl 3-oxobutanoate is available through OYSI, a specialized European distributor of technical chemicals serving industrial and professional customers. OYSI provides reliable supply chains across Europe with proper documentation including safety data sheets and certificates of analysis. Contact OYSI directly for availability, packaging options, and delivery arrangements to meet your specific technical and commercial requirements for this chemical intermediate.

Data Sources

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