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Abietic acid

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Identification
Molecular formula
C20H30O2
CAS number
514-10-3
IUPAC name
1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
State
State

At room temperature, abietic acid is in a solid state, often appearing as a resin.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.00
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.00
General information
Molecular weight
302.45g/mol
Molar mass
302.4510g/mol
Density
1.0600g/cm3
Appearence

Abietic acid appears as a colorless to pale yellow glassy solid. When impure, it may appear slightly amber. It is known for its resinous properties and is usually found in a somewhat sticky or tacky state.

Comment on solubility

Solubility of 1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

The solubility of 1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid can be influenced by several factors, including its molecular structure, the presence of functional groups, and environmental conditions such as temperature and pH. In general, the solubility of complex organic compounds can be categorized as follows:

  • Polarity: As a carboxylic acid, this compound contains a polar functional group (-COOH) which tends to enhance solubility in polar solvents like water.
  • Hydrophobicity: However, the extensive hydrocarbon framework may introduce hydrophobic characteristics, potentially reducing its solubility in aqueous environments.
  • Temperature Effects: Increased temperature often improves solubility for many organic compounds, potentially leading to a more favorable solubility profile.
  • pH Influence: The solubility may also vary with changes in pH, affecting the ionization of the carboxylic acid group.

Due to these competing factors, the overall solubility of this compound is likely to be limited in water but may find better solubility in organic solvents such as ethanol or acetone. According to solubility principles, one could summarize that "like dissolves like," indicating that a hydrophobic structure may not favor solubility in aqueous mediums. Hence, careful consideration of the solvent is crucial when assessing the solubility of such compounds in various applications.

Interesting facts

Interesting Facts about 1,4a,7-Trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic Acid

This unique compound, known for its intricate structure, is a member of the phenanthrene family, which showcases a wealth of intriguing characteristics. Below are some fascinating aspects:

  • Complex Structure: The structure of this compound contains multiple fused rings and functional groups, which often inspire discussions about its potential applications in organic synthesis and material science.
  • Potential Applications: Due to its unique arrangement, there is ongoing research into the compound's ability to serve as a precursor in the formation of specialized organic compounds, as well as its effectiveness in drug delivery systems and biological activities.
  • Natural Product Chemistry: Its structural similarities to naturally occurring compounds may offer insights into the biosynthesis pathways in various plant species, leading to a better understanding of their medicinal properties.
  • Sustainability Aspect: The methods for synthesizing such compounds are often explored for their eco-friendliness, promoting green chemistry practices that minimize environmental impact.
  • Research Opportunities: Its complex nature makes it an exciting target for chemists seeking to develop new reactions or explore the properties of hydrocarbons under various conditions.

In summary, 1,4a,7-trimethyl-7-vinyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid is not only a fascinating chemical entity but also a key player in ongoing chemical research that bridges natural products, materials science, and sustainable chemistry. Its multifaceted applications and structural complexity make it a compound worthy of further exploration.

Synonyms
Continentalic acid
delta8(14)-Pimaric acid
19889-23-7
.delta.8(14)-Pimaric acid
Pimara-8(14),15-dien-18-oic acid
Podocarp-8(14)-en-15-oic acid, 13.alpha.-methyl-13-vinyl-
SCHEMBL10819486
DTXSID20861776
MHVJRKBZMUDEEV-UHFFFAOYSA-N
NSC231381
8(14),15-Pimaradien-18-oic acid
8(4), 15-pimaradien-18-oic acid
NSC-231381
7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, [1R-(1.alpha.,4a.beta.,4b.alpha.,7.beta.,10a.alpha.)]-