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Diethyl 2-(1-oxopropyl)propanedioate

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Identification
Molecular formula
C11H18O5
CAS number
122-20-3
IUPAC name
diethyl 2-propanoylpropanedioate
State
State

At room temperature, diethyl 2-(1-oxopropyl)propanedioate is a liquid. Due to its low melting point (-70°C), it remains in a liquid state under typical storage and handling conditions in a laboratory.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
220.50
Boiling point (Kelvin)
493.65
General information
Molecular weight
216.25g/mol
Molar mass
216.2510g/mol
Density
1.0720g/cm3
Appearence

Diethyl 2-(1-oxopropyl)propanedioate appears as a colorless liquid. It is often used as an intermediate in organic synthesis due to its reactivity and functional groups. The compound may have a sweet, ester-like odor, which is characteristic of many esters. Its liquid state at room temperature makes it easy to handle in various chemical processes.

Comment on solubility

Solubility of Diethyl 2-Propanoylpropanedioate

Diethyl 2-propanoylpropanedioate, with the chemical formula C11H18O5, exhibits intriguing solubility characteristics that are noteworthy for various applications in the chemical and pharmaceutical industries. Its solubility can be influenced by several factors:

  • Polarity: Being an ester, diethyl 2-propanoylpropanedioate displays moderate polarity, which allows it to dissolve well in organic solvents.
  • Solvent Compatibility: It is generally soluble in non-polar and polar aprotic solvents like dichloromethane or ethyl acetate, but displays limited solubility in highly polar solvents such as water.
  • Temperature: Like many organic compounds, its solubility may increase with temperature, allowing for better dissolution in organic solvents.
  • pH Influence: The solubility might be dependent on the pH of the solution, potentially affecting its interaction with other substances.

In summary, although diethyl 2-propanoylpropanedioate is not very soluble in water, its solubility in organic solvents makes it an effective candidate for various synthesis reactions and applications in organic chemistry.

Interesting facts

Interesting Facts about Diethyl 2-Propanoylpropanedioate

Diethyl 2-propanoylpropanedioate is a fascinating compound that belongs to the family of esters, specifically characterized by its unique structure and application. Here are some intriguing highlights:

  • Versatile Building Block: This compound serves as an important intermediate in the synthesis of various organic compounds. Its structure allows for multiple points of functionalization, making it a favorable candidate in synthetic chemistry.
  • Important in Organic Synthesis: Diethyl 2-propanoylpropanedioate can be utilized in various organic reactions, such as Michael additions and aldol condensations, which make it invaluable in the production of complex molecules.
  • Applications in Pharmaceuticals: Esters like diethyl 2-propanoylpropanedioate are often used in the pharmaceutical industry for drug development. Their ability to modify pharmacokinetic properties can lead to improved therapeutics.
  • Aromatic Profiles: In addition to their synthetic utility, esters are known for their pleasant aroma. While diethyl 2-propanoylpropanedioate itself may not be widely characterized for smell, many esters contribute to fruity and floral scents—and thus are often found in perfumes and flavorings.
  • Role in Education: This compound serves as an illustrative example in chemistry classes. It highlights essential concepts such as esterification, functional groups, and the reactivity of carbonyl compounds.

In summary, diethyl 2-propanoylpropanedioate is more than just a chemical entity; it represents the intersection of theoretical concepts and practical applications in the chemical sciences. As a student or scientist delving into the world of organic chemistry, understanding such compounds enriches both knowledge and curiosity.

Synonyms
21633-77-2
Diethyl propionylmalonate
1,3-diethyl 2-propanoylpropanedioate
diethyl 2-propanoylpropanedioate
Propionylmalonic acid diethyl ester
Diethyl propionyl malonate
PJ185I44ZB
MALONIC ACID, PROPIONYL-, DIETHYL ESTER
NSC-15401
Propanedioic acid, (1-oxopropyl)-, diethyl ester
Diethyl .alpha.-propionylmalonate
NSC 15401
BRN 1789421
Propanedioic acid, 2-(1-oxopropyl)-, 1,3-diethyl ester
C-Propionylmalonic ester
AI3-19315
RefChem:1052825
diethyl 2-propionylmalonate
UNII-PJ185I44ZB
diethyl propanoylpropanedioate
diethyl (1-oxopropyl)malonate
SCHEMBL1363735
DTXSID50176027
DOYKFDRIECFSJW-UHFFFAOYSA-N
1,3-diethyl2-propanoylpropanedioate
NSC15401
WAA63377
AKOS010952321
DA-34866
DIETHYL 2-(PROPANOYL)PROPANEDIOATE
1,3-Diethyl 2-(1-oxopropyl)propanedioate
CS-0260607
EN300-75481
G20954
3-03-00-01378 (Beilstein Handbook Reference)
Z839827750
2-(ETHOXYCARBONYL)-3-OXOPENTANOIC ACID ETHYL ESTER