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3,4,4-Trimethyl-5-oxo-hex-2-enoic acid

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Identification
Molecular formula
C9H14O3
CAS number
26762-08-9
IUPAC name
3,4,4-trimethyl-5-oxo-hex-2-enoic acid
State
State

The compound is typically in a solid state at room temperature.

Melting point (Celsius)
89.50
Melting point (Kelvin)
362.65
Boiling point (Celsius)
362.50
Boiling point (Kelvin)
635.65
General information
Molecular weight
157.19g/mol
Molar mass
157.1940g/mol
Density
0.9530g/cm3
Appearence

3,4,4-Trimethyl-5-oxo-hex-2-enoic acid appears as a pale yellow crystalline solid. It is relatively stable under normal conditions but should be handled with care, avoiding moisture and sources of ignition.

Comment on solubility

Solubility of 3,4,4-trimethyl-5-oxo-hex-2-enoic acid

3,4,4-trimethyl-5-oxo-hex-2-enoic acid, a unique organic compound, exhibits interesting solubility characteristics that are influenced by its chemical structure. The presence of both hydrophobic alkyl groups and a polar carboxylic acid functional group renders its solubility behavior quite distinct.

Factors Influencing Solubility

  • Polarity: The carboxylic acid group enhances solubility in polar solvents such as water, as it can engage in hydrogen bonding.
  • Hydrophobic Effects: The three methyl groups contribute to hydrophobic characteristics, which can limit solubility in water.
  • pH Dependence: The solubility can vary with pH; at lower pH levels, the acid remains undissociated, impacting its ability to dissolve.

In general, while 3,4,4-trimethyl-5-oxo-hex-2-enoic acid can dissolve in organic solvents, its solubility in water is relatively moderate. The balance between its polar and non-polar traits defines a unique solubility profile:

  1. Good solubility in non-polar solvents such as hexane or toluene.
  2. Moderate solubility in polar organic solvents like ethanol.
  3. Limited solubility in water, showcasing the classic challenge of amphiphilic molecules.

This interesting interplay between hydrophobic and hydrophilic properties makes 3,4,4-trimethyl-5-oxo-hex-2-enoic acid a fascinating subject for studies related to solubility and chemical behavior in various environments.

Interesting facts

Interesting Facts about 3,4,4-Trimethyl-5-oxo-hex-2-enoic Acid

3,4,4-trimethyl-5-oxo-hex-2-enoic acid is a fascinating compound that plays a significant role in various fields of chemistry. Here are some intriguing insights:

  • Functional Versatility: This compound is notable for its multifunctional groups, which include a ketone and a carboxylic acid. This makes it a valuable building block for synthesizing more complex molecules in organic chemistry.
  • Synthetic Applications: It is often utilized in the synthesis of diverse pharmaceuticals and agrochemicals. Its structure allows for modifications that can lead to a variety of derivatives, broadening its utility in chemical syntheses.
  • Natural Occurrence: Compounds similar to 3,4,4-trimethyl-5-oxo-hex-2-enoic acid can be found in nature, particularly in certain plant metabolites. These metabolites may play a role in plant signaling or defense mechanisms.
  • Key Intermediate: In biochemical pathways, this acid may serve as an intermediate, illustrating the interconnectedness of various metabolic processes. Understanding its role can provide insights into cellular functions.
  • Analytical Importance: As a compound that can be detected using various analytical techniques, such as NMR and mass spectrometry, it serves as a reliable marker in chemical analysis and research studies.

In summary, 3,4,4-trimethyl-5-oxo-hex-2-enoic acid is not just a seemingly simple compound; it embodies complexity and versatility, making it significant in both synthetic organic chemistry and natural product research.