Skip to main content

Perfluorononanoic acid

ADVERTISEMENT
Identification
Molecular formula
C9HF17O2
CAS number
375-95-1
IUPAC name
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid
State
State

At room temperature, perfluorononanoic acid is typically a solid, taking the form of a white crystalline material.

Melting point (Celsius)
49.00
Melting point (Kelvin)
322.15
Boiling point (Celsius)
209.00
Boiling point (Kelvin)
482.15
General information
Molecular weight
414.07g/mol
Molar mass
414.0690g/mol
Density
1.8000g/cm3
Appearence

Perfluorononanoic acid is typically a white crystalline solid. It can appear as a powder or flakes, often with a slightly waxy texture. It is known for being highly hydrophobic and oleophobic, which means it repels water and oils.

Comment on solubility

Solubility of 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid

2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid, also known as HFNA, exhibits unique solubility characteristics due to its complex molecular structure. The presence of fluorine atoms contributes to its behavior in solvents. Notably:

  • Solubility in Water: HFNA is practically insoluble in water. The high fluorine content leads to strong cohesive forces within the molecule, limiting its interaction with water molecules.
  • Solubility in Organic Solvents: In contrast, HFNA demonstrates a higher solubility in various organic solvents such as:
    • Acetone
    • Chloroform
    • Hexane
  • pH Impact: The solubility can be affected by the pH of the solvent, especially when dissolved in polar organic solvents that can interact with functional groups present in the compound.
  • Temperature Influence: As with many compounds, an increase in temperature generally enhances solubility in organic solvents.

Overall, the solubility profile of HFNA highlights the intricate balance of hydrophobic and hydrophilic interactions, making it a compound of interest in both chemical research and environmental studies.

Interesting facts

Interesting Facts about 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-Hexadecafluorononanoic Acid

2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid is a fascinating compound belonging to the family of perfluoroalkyl substances (PFAS). Known for their unique properties, PFAS have several applications, making them a subject of intense study in both environmental science and industrial chemistry.

Unique Characteristics

  • Perfluorinated Structure: The presence of fluorine atoms replaces hydrogen atoms, granting the compound exceptional chemical stability and resistance to degradation.
  • Hydrophobic and Oleophobic: Due to its structure, this acid displays a remarkable ability to repel water and oils, which is advantageous in various applications.
  • Biochemical Stability: The stability of PFAS, including hexadecafluorononanoic acid, raises concerns about their persistence in the environment, which can lead to bioaccumulation in living organisms.

Applications

This compound is primarily researched for its application in:

  • Non-Stick Coatings: Used in the manufacture of products like cookware and textiles, which benefit from its water- and stain-resistant properties.
  • Fire-Fighting Foams: The compound is used in aqueous film-forming foams (AFFF) because of its effectiveness in extinguishing hydrocarbon fires.

Environmental Concerns

Despite the industrial benefits, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid and other PFAS are scrutinized for their potential health risks, including:

  • Possible links to various cancers
  • Disruption of endocrine functions
  • Impact on immune responses

As research continues, scientists are striving to develop alternatives that can replace these compounds to mitigate their environmental impact while still providing the desired properties in industrial applications. The dichotomy of utility versus safety makes 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid a critical focus of ongoing scientific inquiry.

Synonyms
76-21-1
9H-HEXADECAFLUORONONANOIC ACID
9h-perfluorononanoic acid
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecafluorononanoic acid
Hexadecafluorononanoic acid
Hexadecafluoro-nonanoic acid
perfluornonanoic acid
9-H-Hexadekafluornonansaeure
omega-H-Hexadekafluornonansaeure
9-H-Hexadecafluorononanoic acid
EINECS 200-944-5
D634UW8QCQ
9-H-Hexadekafluornonansaeure [German]
BRN 1810228
NONANOIC ACID, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-HEXADECAFLUORO-
omega-H-Hexadekafluornonansaeure [German]
AI3-25487
9-H-Perfluorononanoic acid
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-Hexadecafluorononan-1-oic acid
CHEBI:38399
C 5800; 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-Hexadecafluorononanoic Acid
MFCD00054701
Hexadekafluornonansaeure
UNII-D634UW8QCQ
SCHEMBL198315
CHEBI:38398
DTXSID50226894
DTXCID501765268
DTXSID801335494
AKOS003791343
AT23289
BS-24500
DB-056035
NS00011138
A838642
Q27117811
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-hexadecakis(fluoranyl)nonanoic acid
765206-96-0