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Abietic acid

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

At room temperature, abietic acid can be found as a solid. Its crystalline or resinous nature makes it typically solid under standard conditions, although it can soften at higher temperatures.

Melting point (Celsius)
174.00
Melting point (Kelvin)
447.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
302.45g/mol
Molar mass
302.4510g/mol
Density
1.0590g/cm3
Appearence

Abietic acid appears as a colorless to pale yellow crystalline solid or a resinous substance. It is insoluble in water but soluble in most organic solvents such as alcohol, ether and chloroform.

Comment on solubility

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

The solubility of 7-isopropylidene-1,4a-dimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid can be quite complex due to its unique structure. Various factors play a pivotal role in determining the solubility of this compound:

  • Polarity: This compound contains both hydrophobic (non-polar) and hydrophilic (polar) regions due to the carboxylic acid functional group, which typically increases solubility in polar solvents.
  • Hydrogen Bonding: The presence of the carboxylic acid functional group can enable hydrogen bonding with water molecules, enhancing solubility in aqueous solutions.
  • Chain Length: The long hydrocarbon chain may decrease the overall solubility in polar solvents, as longer alkyl groups tend to be more hydrophobic.
  • Temperature: Increased temperature generally improves solubility as it allows for greater interaction between solute and solvent molecules.
  • pH Influence: The solubility of acidic compounds often varies with pH; thus, adjusting the pH can significantly affect its dissolution characteristics.

In summary, while 7-isopropylidene-1,4a-dimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid may exhibit moderate solubility in water due to its functional groups, its overall solubility will largely depend on the specific conditions of the solvent environment. The interplay of these factors is crucial in predicting how this compound behaves in different mediums.

Interesting facts

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

7-Isopropylidene-1,4a-dimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid is a fascinating compound with several notable aspects:

  • Structural Complexity: This compound is a member of the phenanthrene family, characterized by its multi-ring structure. Such complexity often allows for intriguing interactions in biological systems.
  • Synthetic Applications: It can be used as a building block in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals.
  • Potential Biological Activity: Many compounds with similar structures show significant biological activities, such as antitumor properties, making this compound a potential candidate for further research.
  • Material Science Potential: The unique arrangement of its rings may offer interesting properties for material applications, such as in the formulation of novel polymers or organic materials.
  • Chirality: The molecule contains stereogenic centers, leading to the existence of enantiomers that may display different biological activities, an important consideration in drug development.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This compound exemplifies how the exploration of diverse chemical entities can potentially lead to groundbreaking discoveries in both science and industry.

Exploring compounds like 7-Isopropylidene-1,4a-dimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid enables chemists and researchers to uncover new possibilities, advancing our understanding of chemistry and its applications in the real world.

Synonyms
(1R,4aR,4bS,10aR)-1,4a-Dimethyl-7-(propan-2-ylidene)-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid
634-885-5
Abieta-8(14),13(15)-dien-18-oic acid
1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethylidene)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-
SCHEMBL2754764
DTXSID10859384
1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethylidene)-, (1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.))-
FN179551
A7450
Abieta-8(14),13(15)-dien-18-oic acid #