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4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid

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Identification
Molecular formula
C5H5F6O3
CAS number
77387-27-0
IUPAC name
4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid
State
State

At room temperature, this compound exists as a solid. It is stable under normal conditions but should be stored away from strong oxidizing agents.

Melting point (Celsius)
78.00
Melting point (Kelvin)
351.15
Boiling point (Celsius)
178.00
Boiling point (Kelvin)
451.15
General information
Molecular weight
210.08g/mol
Molar mass
210.0620g/mol
Density
1.5400g/cm3
Appearence

4,4,4-Trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid typically appears as a white crystalline powder. It is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals.

Comment on solubility

Solubility of 4,4,4-Trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid

The solubility of 4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid can be influenced by various factors, mainly due to its unique chemical structure featuring multiple fluorine atoms. This compound showcases both hydrophilic and hydrophobic characteristics, leading to interesting solubility behaviors.

Key Points on Solubility

  • Polarity: The presence of hydroxyl (-OH) groups typically enhances solubility in polar solvents, such as water, while the trifluoromethyl groups contribute to hydrophobicity.
  • Hydrogen Bonding: The hydroxyl group can form hydrogen bonds with water, possibly making the compound more soluble than other entirely fluorinated compounds.
  • Fluorine Influence: The strong electronegativity of the fluorine atoms can hinder solubility in non-polar solvents, as they may create high surface tension and low intermolecular interaction.

In summary, one might consider this compound's solubility to be moderate. Its unique structure could lead to limited solubility in water while pressing the boundary between hydrophilic and hydrophobic interactions. Thus, the solubility is expected to favor certain conditions such as temperature and solvent polarity. As with many complex molecules, understanding these solubility characteristics requires further empirical research to elucidate the exact behavior in various mediums.

Interesting facts

Interesting Facts about 4,4,4-Trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic Acid

4,4,4-Trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid is a fascinating compound that showcases the remarkable characteristics of fluorinated organic chemicals.

Key Features:

  • Fluorine Rich: This compound contains multiple fluorine atoms, which significantly alters its chemical properties, making it more hydrophobic and resistant to degradation.
  • Acidic Nature: The presence of the carboxylic acid functional group imparts acidic characteristics, allowing it to dissociate in aqueous solutions and participate in various chemical reactions.
  • Applications: Its unique structure makes it suitable for applications in pharmaceuticals and agrochemicals, where it can act as a building block for the synthesis of biologically active compounds.

Researchers often note that fluorinated compounds, like this one, exhibit distinctive interactions with biological systems, which can lead to high levels of bioactivity and specificity. The trifluoromethyl group, in particular, is renowned for enhancing the lipophilicity of molecules, thus improving their ability to cross biological membranes.

Fun Fact:

In synthetic organic chemistry, compounds like 4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid are of paramount importance due to their utility in various mechanisms, including fluorination reactions. These reactions are essential for developing new materials with enhanced properties, paving the way for innovations in multiple fields.

As with many fluorinated compounds, the environmental implications are a subject of ongoing research. Understanding how they behave in ecosystems is crucial for sustainable development in chemistry.

Synonyms
4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoic acid
3-Hydroxy-2H,2H-perfluoro-3-methylbutanoic acid
670-368-0
1547-36-0
3,3-Bis(trifluoromethyl)-3-hydroxypropionic acid
4,4,4-TRIFLUORO-3-HYDROXY-3-(TRIFLUOROMETHYL)BUTYRIC ACID
3-Hydroxy-4,4,4-trifluoro-3-(trifluoromethyl)butyric acid
BUTYRIC ACID, 3-HYDROXY-4,4,4-TRIFLUORO-3-(TRIFLUOROMETHYL)-
BRN 1911706
C5H4F6O3
MFCD00040910
Butanoic acid, 4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)-
SCHEMBL960819
4,4,4-Trifluoro-3-hydroxy-3-trifluoromethylbutyric acid
DTXSID20165701
NOHJBOWARMTILE-UHFFFAOYSA-N
3-Hydroxy-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid
AKOS005173386
BS-42250
DB-043234
CS-0324288
4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl)butanoicacid
3 pound not3-BIS(TRIFLUOROMETHYL)-3-HYDROXYPROPIONIC ACID
4,4,4-trifluoro-3-hydroxy-3-(trifluoromethyl) butyric acid