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Methyl 3,3-difluoro-2-(trifluoromethyl)acrylate

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Identification
Molecular formula
C5H3F5O2
CAS number
45157-63-7
IUPAC name
methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate
State
State

At room temperature, methyl 3,3-difluoro-2-(trifluoromethyl)acrylate is in liquid state.

Melting point (Celsius)
-82.00
Melting point (Kelvin)
191.15
Boiling point (Celsius)
52.00
Boiling point (Kelvin)
325.15
General information
Molecular weight
198.08g/mol
Molar mass
198.0790g/mol
Density
1.3799g/cm3
Appearence

Methyl 3,3-difluoro-2-(trifluoromethyl)acrylate typically appears as a colorless liquid. It can emit a pungent odor due to its chemical structure and is often handled in controlled laboratory settings to prevent inhalation and skin contact.

Comment on solubility

Solubility of Methyl 3,3-Difluoro-2-(trifluoromethyl)prop-2-enoate

Methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate is an organofluorine compound that presents unique solubility characteristics. Due to its structure and the presence of multiple fluorine atoms, its behavior in solvents can be intriguing:

  • Polarity: The fluorine substituents impart significant polarity to the compound, which can affect its solubility in different solvent systems.
  • Solvent Compatibility: Methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate is likely to be soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and acetonitrile, while its solubility in non-polar solvents, such as hexane, may be limited.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature; therefore, heating the solvent may enhance solubility.
  • Impact of Functional Groups: The presence of the -CF3 (trifluoromethyl) group tends to lower solubility in water but enhance solubility in organic solvents.

In summary, the solubility of methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate is influenced by its unique structural features and the choice of solvent. As always, when working with such compounds, conducting practical solubility tests is crucial to understand its behavior in the specific application context.

Interesting facts

Interesting Facts about Methyl 3,3-Difluoro-2-(trifluoromethyl)prop-2-enoate

Methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate is a fascinating compound that falls under the category of fluorinated esters. Its unique structure and properties make it a noteworthy subject of study in the field of organic chemistry. Here are some intriguing points about this compound:

  • Fluorination Effects: The presence of multiple fluorine atoms significantly alters the physical and chemical properties of the compound. Fluorine is known for enhancing the stability and reactivity of organic molecules.
  • Industrial Relevance: Compounds like methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate are important in agricultural chemistry as they may be used in the synthesis of herbicides and pesticides.
  • Versatility in Applications: This compound can potentially serve as a building block for more complex fluorinated materials, making it relevant in drug discovery and advanced material sciences.
  • Environmental Considerations: The environmental impact of fluorinated compounds is a growing area of research, particularly concerning their breakdown products and potential greenhouse gas effects. As a scientist, understanding these implications is crucial.
  • Reactivity Profile: The compound can undergo various reactions typical of α,β-unsaturated esters, such as Michael additions, making it a versatile substance in synthetic organic chemistry.

Overall, methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate stands out for its unique characteristics and potential applications. As stated by many chemists, "The more we understand compounds like this, the more we can innovate in both chemistry and industrial applications.”

Synonyms
Methyl perfluoromethacrylate
methyl 3,3-difluoro-2-(trifluoromethyl)acrylate
671-797-6
Methyl pentafluoromethacrylate
685-09-6
methyl 3,3-difluoro-2-(trifluoromethyl)prop-2-enoate
MFCD00153210
2-Propenoic acid,3,3-difluoro-2-(trifluoromethyl)-, methyl ester
ACRYLIC ACID, 3,3-DIFLUORO-2-(TRIFLUOROMETHYL)-, METHYL ESTER
Pentafluoromethacrylic acid methyl ester
Methacrylic acid, pentafluoro-, methyl ester
methylpentafluoromethacrylate
BRN 1566924
Methylester kyseliny pentafluormethakrylove [Czech]
Methylester kyseliny pentafluormethakrylove
2-Propenoic acid, 3,3-difluoro-2-(trifluoromethyl)-, methyl ester
SCHEMBL2957666
DTXSID40218622
MRJFAPJDIVTPJG-UHFFFAOYSA-N
AKOS006229572
BS-24486
DB-055159
CS-0206441
A836167
methyl 3,3-bis(fluoranyl)-2-(trifluoromethyl)prop-2-enoate
3,3-difluoro-2-(trifluoromethyl)-2-propenoic acid methyl ester