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Diethyl 2-methylmalonate

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Identification
Molecular formula
C9H16O4
CAS number
609-08-5
IUPAC name
diethyl 2-methylpropanedioate
State
State

At room temperature, diethyl 2-methylpropanedioate exists as a liquid. Due to its volatility, it can readily vaporize and should be handled with care in a well-ventilated environment.

Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
199.00
Boiling point (Kelvin)
472.15
General information
Molecular weight
174.20g/mol
Molar mass
174.2010g/mol
Density
1.0062g/cm3
Appearence

Diethyl 2-methylpropanedioate is a colorless liquid with a fruity odor. It is a diester with a somewhat oily consistency and is often used as an intermediate in organic synthesis.

Comment on solubility

Solubility of Diethyl 2-methylpropanedioate

Diethyl 2-methylpropanedioate, with its chemical formula C8H14O4, exhibits interesting solubility properties that are significant in both laboratory and industrial settings. This compound is primarily characterized by its:

  • Moderate Solubility in Organic Solvents: Diethyl 2-methylpropanedioate is known to dissolve well in common organic solvents such as ethanol, diethyl ether, and acetone. This trait makes it versatile for various applications in organic synthesis.
  • Poor Solubility in Water: Due to its relatively large hydrophobic alkyl groups, diethyl 2-methylpropanedioate has limited solubility in water. This hydrophobic nature can also influence its reaction behavior and transport in biological systems.

In summary, when considering the solubility of diethyl 2-methylpropanedioate:

  • This compound is ideal for reactions in non-aqueous environments.
  • Its solubility profile is crucial for chemists choosing solvents for reactions.

Understanding its solubility characteristics is key to effectively utilizing diethyl 2-methylpropanedioate in practical applications.

Interesting facts

Exploring Diethyl 2-Methylpropanedioate

Diethyl 2-methylpropanedioate is a fascinating compound often studied in organic chemistry due to its intriguing structure and versatile applications. This ester, derived from the reaction of 2-methylpropanedioic acid and ethanol, serves as a key intermediate in various chemical reactions.

Key Characteristics and Applications

  • Versatile Building Block: Diethyl 2-methylpropanedioate is frequently used in the synthesis of other organic compounds. Its structure allows it to participate in reactions such as esterification and transesterification.
  • In synthetic organic chemistry, it plays a critical role in producing pharmaceuticals, agrochemicals, and specialty chemicals, showcasing its importance in industrial applications.
  • Flavor and Fragrance Industry: Due to its pleasant aroma, diethyl 2-methylpropanedioate can also be found in the flavor and fragrance industry, providing a fruity note in various formulations.

Chemical Insights

From a chemical perspective, the compound features unique properties that make it interesting to study:

  • Steric Effects: The presence of the methyl group influences its reactivity and steric hindrance, providing insights into sterics in organic synthesis.
  • Reactivity: It can undergo reactions with various nucleophiles, allowing chemists to create complex molecules efficiently.
  • Functional Group Transformations: The compound's ester functional group is amenable to hydrolysis, which can be exploited to produce useful derivatives.

In summary, diethyl 2-methylpropanedioate is more than just a simple organic compound; it is a valuable tool in the hands of chemists, enabling them to explore new chemical pathways and applications. Its multifaceted nature continues to intrigue scientists and students alike as they unravel the complexities of organic synthesis.

Synonyms
DIETHYL METHYLMALONATE
609-08-5
Diethyl 2-methylmalonate
Methylmalonic acid diethyl ester
Propanedioic acid, methyl-, diethyl ester
Malonic acid, methyl-, diethyl ester
diethyl methylpropanedioate
Ethyl methylmalonate
Ethyl methylmalonate (VAN)
7KD9S8CQN2
2-Methylmalonic acid diethyl ester
NSC 8700
NSC-8700
EINECS 210-175-7
Propanedioic acid, 2-methyl-, 1,3-diethyl ester
diethyl alpha-methylmalonate
DTXSID0060565
DIETHYL .ALPHA.-METHYLMALONATE
Diethyl 2methylmalonate
DTXCID8042898
Malonic acid, methyl, diethyl ester
Propanedioic acid, methyl, diethyl ester
Malonic acid, methyl, diethyl ester (8CI)
Malonic acid, methyl-, diethyl ester (8CI)
Propanedioic acid, 2methyl, 1,3diethyl ester
210-175-7
inchi=1/c8h14o4/c1-4-11-7(9)6(3)8(10)12-5-2/h6h,4-5h2,1-3h
diethyl 2-methylpropanedioate
1,3-diethyl 2-methylpropanedioate
2-methyl-propanedioic acid diethyl ester
DIETHYLMETHYLMALONATE
2-Methylmalonic acid diethyl
2-Methylpropanedioic Acid 1,3-Diethyl Ester; Methylmalonic Acid Diethyl Ester; Diethyl 2-Methylmalonate; Diethyl Methylpropanedioate; Diethyl alpha-Methylmalonate; NSC 8700
MFCD00009162
diethyl methyl-malonate
Diethyl2-methylmalonate
diethyl monomethylmalonate
diethyl 2-methyl-malonate
diethyl alpha-methymalonate
UNII-7KD9S8CQN2
Diethyl methylmalonate, 99%
methylmalonic acid diethylester
SCHEMBL141446
Methyl-malonic acid diethyl ester
Methylmalonic acid, diethyl ester
NSC8700
2-methyl-malonic acid diethyl ester
BBL009713
STL141078
Methylpropanedioic acid, diethyl ester
AKOS002710243
AS-13122
M0366
NS00022486
Propanedioic acid, 2-methyl-, diethyl ester
EN300-21270
D70973
Q63395288
F0001-1595
Z104494966