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methyl acetoacetate

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Identification
Molecular formula
C6H10O3
CAS number
105-45-3
IUPAC name
methyl 2-acetyl-3-oxo-butanoate
State
State

Methyl acetoacetate exists as a liquid at room temperature.

Melting point (Celsius)
-27.00
Melting point (Kelvin)
246.15
Boiling point (Celsius)
171.00
Boiling point (Kelvin)
444.15
General information
Molecular weight
130.14g/mol
Molar mass
130.1430g/mol
Density
1.0924g/cm3
Appearence

Methyl acetoacetate is a colorless liquid with a fruity odor. It is also sometimes described as having a bright, fresh scent. The liquid is typically clear and lacks any distinctive color other than the natural transparency of common organic liquids.

Comment on solubility

Solubility of Methyl 2-acetyl-3-oxo-butanoate

Methyl 2-acetyl-3-oxo-butanoate, a compound with the formula C6H10O4, exhibits interesting solubility characteristics that are influenced by its functional groups and overall structure. Like many esters, this compound can dissolve in a variety of solvents. Here are some key points regarding its solubility:

  • Polarity: Methyl 2-acetyl-3-oxo-butanoate has polar functional groups that typically enhance its solubility in polar solvents.
  • Solvent Compatibility: The compound is generally soluble in organic solvents such as ethanol, acetone, and chloroform, making it suitable for various applications in organic chemistry.
  • Water Solubility: While less soluble in water due to its hydrophobic hydrocarbon tail, some interaction may occur, particularly at elevated temperatures.
  • Influence of Temperature: Like many organic compounds, solubility can increase with temperature, allowing for greater dissolution in solvents.

In summary, the solubility of methyl 2-acetyl-3-oxo-butanoate is quite versatile, displaying good solubility in various organic solvents while showing limited solubility in water. This compound's behavior underscores the importance of understanding functional groups and molecular interactions in determining solubility outcomes.

Interesting facts

Interesting Facts about Methyl 2-Acetyl-3-Oxo-Butanoate

Methyl 2-acetyl-3-oxo-butanoate is a fascinating compound with unique properties and applications in various fields. Here are some noteworthy facts about this compound:

  • Versatile Chemical Structure: The compound features a distinctive combination of acetyl and keto functional groups, which contribute to its reactivity and chemical behavior.
  • Synthesis: It can be synthesized through the aldol condensation of acetic anhydride and methyl acetoacetate, highlighting its role in organic synthesis and industrial applications.
  • Fragrance Characteristics: Often used in flavoring and fragrance industries, it possesses a sweet aroma reminiscent of ripe fruits and can enhance the sensory profiles of food products.
  • Biological Significance: Research indicates that derivatives of this compound can exhibit antimicrobial and antifungal properties, making it of interest in pharmaceuticals and biotechnology.
  • Applications: Beyond its use in flavor and fragrance, methyl 2-acetyl-3-oxo-butanoate is also utilized in the synthesis of agrochemicals and other specialty chemicals.
  • Analytical Techniques: Scientists often employ techniques such as gas chromatography (GC) and nuclear magnetic resonance (NMR) spectroscopy to analyze and understand its structure.

Due to its unique characteristics and versatility, methyl 2-acetyl-3-oxo-butanoate serves as an interesting compound for both academic research and practical applications. As a fusion of different chemical functionalities, it opens avenues for innovation in synthetic chemistry and industrial manufacturing.

Synonyms
Methyl 2-acetyl-3-oxobutanoate
Methyl 2-acetylacetoacetate
Methyl diacetoacetate
Methyl diacetylacetate
ULU5MKD9FL
UNII-ULU5MKD9FL
EINECS 225-031-9
Butanoic acid, 2-acetyl-3-oxo-, methyl ester
BRN 1706278
ACETOACETIC ACID, 2-ACETYL-, METHYL ESTER
Methylester kyseliny diacetoctove [Czech]
Methylester kyseliny diacetoctove
DTXSID80196753
4-03-00-01780 (Beilstein Handbook Reference)
2-ACETYL-3-OXOBUTANOIC ACID METHYL ESTER
DTXCID20119244
Butanoic acid, 2-acetyl-3-oxo-, methyl ester (9CI)
225-031-9
4619-66-3
2-acetyl-3-oxo-butyric acid methyl ester
Methyl2-acetyl-3-oxobutanoate
SCHEMBL932950
UHCPCQYUMVLUKU-UHFFFAOYSA-N
EAA61966
MFCD00042938
AKOS004907955
SY150233
DB-329795
CS-0308675
NS00031588
EN300-127151
G38999
Q27291140