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Diethyl 2-fluoromalonate

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Identification
Molecular formula
C7H11FO4
CAS number
709-22-0
IUPAC name
diethyl 2-fluoropropanedioate
State
State

At room temperature, diethyl 2-fluoropropanedioate is in a liquid state.

Melting point (Celsius)
-62.00
Melting point (Kelvin)
211.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
164.16g/mol
Molar mass
164.1470g/mol
Density
1.1130g/cm3
Appearence

Diethyl 2-fluoropropanedioate is a colorless liquid with a characteristic ester-like odor. It is typically clear and transparent.

Comment on solubility

Solubility of Diethyl 2-fluoropropanedioate

Diethyl 2-fluoropropanedioate, with the chemical formula C7H10O4F, exhibits varied solubility characteristics that can be influenced by several factors:

  • Polarity: The presence of the ester functional groups in the molecule contributes to its polarity, which enhances its solubility in polar solvents.
  • Solvent Compatibility: Diethyl 2-fluoropropanedioate is expected to be soluble in polar organic solvents such as ethanol and acetone, but may have limited solubility in non-polar solvents like hexane.
  • Temperature Effects: The solubility tends to increase with temperature, as higher temperatures can facilitate the disruption of intermolecular interactions.
  • Functional Groups: The fluorine atom enhances hydrophilicity due to hydrogen bonding interactions, potentially increasing solubility in water compared to similar compounds without fluorine.

In summary, while diethyl 2-fluoropropanedioate is likely to have decent solubility in polar solvents, its solubility in water remains less certain due to its organic nature. Understanding these solubility properties is crucial for applications in synthesis and formulation processes.

Interesting facts

Interesting Facts about Diethyl 2-Fluoropropanedioate

Diethyl 2-fluoropropanedioate is a fascinating compound with a variety of applications in the realm of organic chemistry. Here are some notable aspects:

  • Fluorine's Role: The presence of fluorine in this compound plays a vital role in enhancing the reactivity and stability of various reactions.
  • Synthesis: It can be synthesized through the reaction of diethyl malonate with a fluorinating agent, showcasing a common method in modern organic synthesis involving fluorinated compounds.
  • Versatility: This diester showcases versatility in its applications, often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals.
  • Structure-Activity Relationship: Its unique structure allows for a detailed study of structure-activity relationships (SAR) in medicinal chemistry, where the introduction of functional groups can significantly alter biological activity.
  • Environmental Consideration: Fluorinated compounds like diethyl 2-fluoropropanedioate are meticulously studied for their environmental impact due to the persistence and toxicity of certain fluorinated products.

As we delve into the applications of diethyl 2-fluoropropanedioate, it’s important to acknowledge how such compounds have revolutionized the field of chemistry:

  1. They enable the design of more effective pharmaceuticals.
  2. Their properties serve as benchmarks in the development of new synthetic methodologies.
  3. They offer insights into the interactions between chemical structure and biological functionality.

In essence, diethyl 2-fluoropropanedioate is a striking example of how simple modifications to organic compounds can lead to profound implications in research and industry. As a student or scientist, understanding such compounds enriches your appreciation of the intricate world of chemistry.

Synonyms
Diethyl fluoromalonate
Diethyl 2-fluoromalonate
Fluoromalonic acid diethyl ester
Diethyl fluoropropanedioate
Propanedioic acid, fluoro-, diethyl ester
MALONIC ACID, FLUORO-, DIETHYL ESTER
EINECS 211-684-7
NSC 521723
BRN 1775686
9RG5PXU326
NSC-521723
DTXSID80218626
EC 211-684-7
4-02-00-01899 (Beilstein Handbook Reference)
DTXCID30141117
Propanedioic acid, fluoro-, diethyl ester (9CI)
211-684-7
685-88-1
1,3-diethyl 2-fluoropropanedioate
diethyl 2-fluoropropanedioate
diethylfluoromalonate
2-fluoro-malonic acid diethyl ester
Ethyl fluoromalonate
MFCD00009139
C7H11FO4
diethyl 2-fluoropropane-1,3-dioate
FLUOROPROPANEDIOIC ACID DIETHYL ESTER
diethyl-fluoromalonate
Diethyl 2-fluoromalonate #
UNII-9RG5PXU326
Diethyl fluoromalonate, 97%
SCHEMBL223479
2-Fluoromalonic acid diethyl ester
2-fluoro malonic acid diethyl ester
BCP23308
Monofluoromalonic acid diethyl ester
BBL100643
FD2094
NSC521723
STL554437
AKOS005063390
CS-W002046
FD15041
GS-3628
PB19857
DB-001349
F0283
NS00008189
EN300-93352