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Ethyl acetoacetate

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Identification
Molecular formula
C6H10O3
CAS number
141-97-9
IUPAC name
ethyl 2-methyl-3-oxo-butanoate
State
State

At room temperature, ethyl acetoacetate is a liquid.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
181.70
Boiling point (Kelvin)
454.85
General information
Molecular weight
130.14g/mol
Molar mass
130.1420g/mol
Density
1.0170g/cm3
Appearence

Ethyl acetoacetate is a colorless to light yellow liquid. It has a pleasant, fruity odor that is often described as somewhat sharp. This compound is used as an important starting material in the synthesis of heterocyclic compounds.

Comment on solubility

Solubility of Ethyl 2-methyl-3-oxo-butanoate (C6H10O3)

Ethyl 2-methyl-3-oxo-butanoate, known for its characteristic fruity aroma, exhibits interesting solubility properties that can be summarized as follows:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol, acetone, and diethyl ether. Its moderate polarity allows it to interact well with other organic molecules.
  • Aqueous Solubility: In water, ethyl 2-methyl-3-oxo-butanoate has limited solubility. This is due to its hydrophobic ethyl group, which hinders its interaction with water molecules.
  • Temperature Effects: As with many organic compounds, solubility can increase with rising temperatures. Thus, heating the solution may improve the dissolution of ethyl 2-methyl-3-oxo-butanoate in various solvents.

Overall, the solubility of this compound highlights its utility in various applications, particularly in the flavor and fragrance industries where its ability to dissolve in organic mediums is crucial. However, its lower solubility in water can limit its uses in aqueous systems.

Interesting facts

Interesting Facts about Ethyl 2-methyl-3-oxo-butanoate

Ethyl 2-methyl-3-oxo-butanoate is an intriguing compound that captures the interest of both chemists and professionals in the food industry. Known for its sweet, fruity aroma, it is primarily used as a flavoring agent in various products, making it a crucial player in the development of artificial flavors.

Chemical Structure and Behavior

This compound features an ester functional group which is responsible for its characteristic scent. The structural elements contribute to its reactivity, making it a valuable intermediate in organic synthesis. Here are some notable aspects:

  • Reactivity: As an ester, it can undergo hydrolysis, transesterification, and other reactions that are fundamental in organic chemistry.
  • Natural occurrence: It's found in various natural sources, including fruits and fermentation processes, enhancing its appeal in food chemistry.
  • Odor profile: Ethyl 2-methyl-3-oxo-butanoate is often associated with the scents of ripe fruits, which sparks interest in its applications for flavor enhancement.

Applications and Uses

Its practical uses extend far beyond flavoring:

  • Flavoring agent: Widely used in the food industry, it adds distinctive fruity notes to candies, bakery items, and beverages.
  • Perfumery: The pleasant smell allows its inclusion in various fragrance formulations.
  • Synthetic organic chemistry: It serves as an important reagent in the synthesis of various pharmaceuticals and agricultural chemicals.

Safety and Handling

Like with any chemical compound, handling Ethyl 2-methyl-3-oxo-butanoate requires caution. Adhering to safety guidelines is essential:

  • Ventilation: Ensure proper ventilation when working with this compound to avoid inhalation.
  • PPE: Use personal protective equipment such as gloves and goggles to protect from potential irritation.

In conclusion, ethyl 2-methyl-3-oxo-butanoate is more than just a flavoring; it’s a versatile compound that plays a significant role in various industries, all while bringing a delightful essence to our senses.

Synonyms
Ethyl 2-methylacetoacetate
609-14-3
Ethyl 2-methyl-3-oxobutanoate
Ethyl 2-acetylpropionate
Ethyl methylacetoacetate
Ethyl-2-methyl acetoacetate
Ethyl 2-methyl-3-oxobutyrate
Butanoic acid, 2-methyl-3-oxo-, ethyl ester
2-Methylacetoacetic acid ethyl ester
Acetoacetic acid, 2-methyl-, ethyl ester
MFCD00009164
Ethyl .alpha.-acetylpropionate
.alpha.-Methylacetoacetic ester
2-methyl-3-oxobutanoic acid ethyl ester
Ethyl .alpha.-methylacetoacetate
Ethyl .alpha.-methylacetylacetate
NSC 1102
NE9WOZ20JE
MLS002177803
DTXSID2033493
ethyl-2-methylacetoacetate
NSC-1102
Ethyl2-methylacetoacetate
2-methyl-3-oxobutyric acid ethyl ester
SMR001261797
Ethyl alpha-methylacetylacetate
UNII-NE9WOZ20JE
Ethyl alpha-acetylpropionate
alpha-Methylacetoacetic ester
EINECS 210-179-9
AI3-05606
ethyl 2-methylacetoaceate
cid_701
ethyl 2-methyl-acetoacetate
Ethyl 2-methylaceto-acetate
ethyl-2-methyl-acetoacetate
SCHEMBL41804
ethyl-alpha-methylacetoacetate
Ethyl2-methyl-3-oxobutanoate
CHEMBL31596
ethyl 2-methyl-3-oxo-butyrate
ETHYL 2-ACETYLPROPANOATE
DTXCID0013493
2-methyl acetoacetic ethyl ester
BDBM74254
NSC1102
Ethyl 2-methylacetoacetate, 90%
2-Acetylpropionic Acid Ethyl Ester
Tox21_201138
STL196835
2-methyl acetoacetic acid ethyl ester
AKOS005138021
ETHYL 3-OXO-2-METHYLBUTANOATE
CS-W004822
GS-3290
alpha-methylacetoacetic acid ethyl ester
2-Methyl-3-oxo-butyric acid ethyl ester
alpha-methyl-acetoacetic acid ethyl ester
ethyl 2-methyl-3-oxidanylidene-butanoate
NCGC00090968-01
NCGC00090968-02
NCGC00258690-01
2-methyl-3-oxo-butanoic acid ethyl ester
3-keto-2-methyl-butyric acid ethyl ester
BP-31062
CAS-609-14-3
SY005677
ETHYL (+/-)-2-METHYLACETOACETATE
Ethyl ester of 2-methyl-3-oxobutanoic acid
M0698
NS00034495
EN300-49163
E-8300
F11259
Q27284827
ACETOACETIC ACID, .ALPHA.-METHYL-, ETHYL ESTER
F0001-1597
Z586248936