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Diethyl 2,2,3,3,4,4-hexafluoropentanedioate

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Identification
Molecular formula
C9H10F6O4
CAS number
137808-59-4
IUPAC name
diethyl 2,2,3,3,4,4-hexafluoropentanedioate
State
State

At room temperature, diethyl 2,2,3,3,4,4-hexafluoropentanedioate is present as a liquid. It flows easily and is not viscous, making it quite mobile in containers.

Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
191.00
Boiling point (Kelvin)
464.15
General information
Molecular weight
286.13g/mol
Molar mass
286.1340g/mol
Density
1.4360g/cm3
Appearence

The compound is a colorless liquid. It is typically clear and may have a faint characteristic odor common to esters. It does not crystallize under standard conditions, given its liquid state at room temperature.

Comment on solubility

Solubility of Diethyl 2,2,3,3,4,4-Hexafluoropentanedioate

Diethyl 2,2,3,3,4,4-hexafluoropentanedioate is a fascinating compound due to its unique structure and the influence of fluorine substituents on its solubility characteristics. As a perfluorinated compound, it generally displays some specific solubility behavior:

  • Nonpolar Solvent Compatibility: The presence of multiple fluorine atoms typically enhances the hydrophobic nature of a compound, leading to better solubility in nonpolar solvents such as hexane, chloroform, or diethyl ether.
  • Poor Water Solubility: Compounds rich in fluorine often have a significantly reduced solubility in water due to the strong C-F bond and low polarity of the fluorinated moieties, making them less attracted to polar water molecules.
  • Potential for Amphiphilicity: Depending on the specific conditions and the presence of other functional groups, this compound may exhibit amphiphilic properties, allowing for solubility in both nonpolar and weakly polar solvent systems under certain conditions.

In summary, the solubility of diethyl 2,2,3,3,4,4-hexafluoropentanedioate is characterized by its strong affinity for nonpolar solvents, while showing a distinct tendency to be insoluble in polar environments like water. As noted, "the presence of fluorine can dramatically alter solubilizing properties" in a remarkable way.

Interesting facts

Interesting Facts about Diethyl 2,2,3,3,4,4-Hexafluoropentanedioate

Diethyl 2,2,3,3,4,4-hexafluoropentanedioate is a fascinating compound that falls within the category of fluorinated organic compounds. Here are some notable aspects of this chemical:

  • Fluorination Significance: The introduction of fluorine atoms in organic molecules can profoundly alter their physical and chemical properties. Fluorinated compounds often exhibit increased stability, resistance to oxidation, and unique reactivity patterns.
  • Usage in Synthesis: This compound is utilized in the synthesis of various pharmaceuticals and agrochemicals. Its ability to serve as a building block showcases the importance of such fluorinated derivatives in drug design.
  • Understanding Phase Behavior: Studying compounds like diethyl 2,2,3,3,4,4-hexafluoropentanedioate can aid scientists in understanding phase behavior and interactions in complex systems. This can be beneficial in material science and chemical engineering.
  • Environmental Considerations: The use of fluorinated chemicals raises environmental concerns due to their persistence and potential bioaccumulation. It is crucial for scientists to assess the environmental impact of such compounds, balancing their utility against ecological considerations.
  • Research Opportunities: Ongoing research explores new applications for fluorinated compounds. Diethyl 2,2,3,3,4,4-hexafluoropentanedioate may play a role in the development of advanced materials or specialized solvents, making it a subject of interest in modern chemistry.

In summary, diethyl 2,2,3,3,4,4-hexafluoropentanedioate is much more than just a compound; it represents a significant aspect of contemporary chemical research and applications. As with many fluorinated chemicals, its study can open doors to various innovative solutions across multiple industries.

Synonyms
Diethyl hexafluoroglutarate
424-40-8
Diethyl 2,2,3,3,4,4-hexafluoropentanedioate
Diethyl perfluoroglutarate
Hexafluoroglutaric acid diethyl ester
Pentanedioic acid, hexafluoro-, diethyl ester
NSC 63360
GLUTARIC ACID, HEXAFLUORO-, DIETHYL ESTER
Hexafluoropentanedioic acid diethyl ester
DIETHYLHEXAFLUOROGLUTARATE
Diethylester kyseliny hexafluorglutarove
1,5-diethyl 2,2,3,3,4,4-hexafluoropentanedioate
Pentanedioic acid, 2,2,3,3,4,4-hexafluoro-, 1,5-diethyl ester
NSC-63360
Diethyl hexafluoropentanedioate
EINECS 207-035-2
BRN 1804802
Diethylester kyseliny hexafluorglutarove [Czech]
MFCD00015156
Z2HUP279YH
3-02-00-01693 (Beilstein Handbook Reference)
SCHEMBL4007477
DTXSID3059977
MSDPXVBLFJODJO-UHFFFAOYSA-
Hexafluroglutaric acid diethyl ester
NSC63360
AKOS015852724
DB-297176
CS-0320089
H0744
NS00019081
D90940
diethyl 2,2,3,3,4,4,-hexafluoropentanedioate
2,2,3,3,4,4-Hexafluoropentanedioic Acid Diethyl Ester
207-035-2
InChI=1/C9H10F6O4/c1-3-18-5(16)7(10,11)9(14,15)8(12,13)6(17)19-4-2/h3-4H2,1-2H3