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Diethyl malate

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Identification
Molecular formula
C10H18O5
CAS number
13811-71-7
IUPAC name
diethyl 2-hydroxybutanedioate
State
State

At room temperature, diethyl malate is a liquid. It is typically stored in airtight containers to prevent oxidation and preserve its quality.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
225.00
Boiling point (Kelvin)
498.15
General information
Molecular weight
190.20g/mol
Molar mass
190.1960g/mol
Density
1.1240g/cm3
Appearence

Diethyl malate is a colorless to pale yellow liquid with a fruity odor. It is often used as a flavoring agent due to its pleasant smell and taste.

Comment on solubility

Solubility of Diethyl 2-hydroxybutanedioate

Diethyl 2-hydroxybutanedioate, with the chemical formula C8H14O4, exhibits interesting solubility characteristics that are significant in various applications. Here are some key points regarding its solubility:

  • Polar Solvent Affinity: Due to the presence of hydroxyl (-OH) and carboxylate (-COO) groups, diethyl 2-hydroxybutanedioate is highly soluble in polar solvents such as water and alcohol.
  • Limited Solubility in Non-Polar Solvents: Conversely, its solubility in non-polar solvents, such as hexane or benzene, is notably limited. This is attributed to the polar functional groups that do not interact favorably with non-polar environments.
  • Temperature Dependence: Like many organic compounds, the solubility of diethyl 2-hydroxybutanedioate may increase with temperature, facilitating its use in various chemical reactions where increased solubility is desirable.
  • Practical Applications: The solubility profile allows it to function effectively in synthesis and formulation processes, making it a valuable compound in the field of organic chemistry.

The solubility behavior of diethyl 2-hydroxybutanedioate can be summarized as follows:

  1. Highly soluble in water and polar solvents.
  2. Poorly soluble in non-polar solvents.
  3. Solubility is temperature-dependent.

Overall, understanding the solubility of diethyl 2-hydroxybutanedioate is essential for its effective application in chemical processes and formulations.

Interesting facts

Interesting Facts about Diethyl 2-Hydroxybutanedioate

Diethyl 2-hydroxybutanedioate, commonly known as ethyl tartrate, is a fascinating compound with a range of notable applications and characteristics. Here are some engaging insights into this chemical:

  • Versatile Chemical Reagent: Diethyl 2-hydroxybutanedioate is used in organic synthesis, particularly in esterification reactions that create a diverse array of esters.
  • Natural Occurrence: This compound is found in certain fruits and is associated with the fruity aroma often utilized in the flavoring industry.
  • Chirality: Diethyl 2-hydroxybutanedioate contains a chiral center, which means it can exist in different stereoisomeric forms. This chirality can lead to variations in the compound's properties and reactivity.
  • Biochemical Importance: It acts as an intermediate in various biochemical pathways, contributing to metabolism in living organisms.
  • Potential Health Benefits: Some studies suggest that compounds like diethyl 2-hydroxybutanedioate may exhibit antioxidant properties, which could be beneficial in protecting cells from damage.

Quote: "The exploration of compounds like diethyl 2-hydroxybutanedioate opens doors to innovations in both synthetic chemistry and potential therapeutic applications."

As a student or scientist, understanding the intricacies of diethyl 2-hydroxybutanedioate not only highlights its relevance in organic chemistry but also encourages further research into its varied applications and significance in nature.

Synonyms
DIETHYL MALATE
Diethyl 2-hydroxysuccinate
7554-12-3
Diethyl dl-malate
diethyl 2-hydroxybutanedioate
Ethyl malate
626-11-9
1,4-diethyl 2-hydroxybutanedioate
DL-Malic Acid Diethyl Ester
Butanedioic acid, hydroxy-, diethyl ester
Diethyl (1)-malate
Ethyl dl-malate
Diethyl hydroxybutanedioate
Diethyl hydroxybutanoate
Malic acid, diethyl ester
Butanedioic acid, 2-hydroxy-, 1,4-diethyl ester
DL-Apple Acid Diethyl Ester
FEMA No. 2374
CHEBI:87368
59W97T99HI
DIETHYLMALATE
Butanedioic acid, hydroxy-, diethyl ester, (.+/-.)-
diethyl 1-malate
diethyl hydroxysuccinate
ETHYL-DL-MALATE
Diethyl2-hydroxysuccinate
MFCD02093483
dl-diethyl malate
diethyl DL malate
Diethyl malate #
2-hydroxy-butanedioic acid diethyl ester
MFCD00048556
DL-ETHYL MALATE
CBDivE_005333
DIETHYL MALATE [FHFI]
SCHEMBL122314
UNII-59W97T99HI
Diethyl malate, >=97%, FG
CHEMBL3305989
Diethyl (R)-2-Hydroxysuccinate
DTXSID7048081
VKNUORWMCINMRB-UHFFFAOYSA-
BCP06213
EINECS 210-930-0
EINECS 231-444-5
AKOS016013092
SB44718
SB83869
AS-58764
SY105204
(R)-Hydroxy-butanedioic Acid Diethyl Ester
AI3-00932
DB-016131
DB-016152
DB-254575
CS-0455391
M0024
NS00012221
D95357
Hydroxy-diethyl ester(.+/-.)-Butanedioic acid
Q27159562
Butanedioic acid, hydroxy-, diethyl ester, (plusmn )-
InChI=1/C8H14O5/c1-3-12-7(10)5-6(9)8(11)13-4-2/h6,9H,3-5H2,1-2H3