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Abietic acid

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Identification
Molecular formula
C20H30O2
CAS number
514-10-3
IUPAC name
7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid
State
State

Abietic acid is in a solid state at room temperature.

Melting point (Celsius)
173.90
Melting point (Kelvin)
447.05
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
302.45g/mol
Molar mass
302.4510g/mol
Density
1.0600g/cm3
Appearence

Abietic acid appears as colorless or pale yellow crystals. It is rosin acid isolated from pine resin.

Comment on solubility

Solubility of 7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid

The solubility of 7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid can be quite complex due to its intricate structure. Here are some key points to consider:

  • Polarity: This compound contains both hydrophobic and hydrophilic regions. The carboxylic acid group (-COOH) makes it partially polar, which generally increases solubility in polar solvents like water.
  • Hydrophobic Character: However, the presence of the isopropyl and dimethyl groups can create a significant hydrophobic region, potentially limiting solubility in water.
  • Solvents: Two categories of solvents can be analyzed for solubility:
    • Polar Solvents: May show moderate solubility due to the carboxylic acid functionality.
    • Non-polar Solvents: Likely to increase solubility due to the hydrophobic portions that the compound possesses.

In summary, while the carboxylic acid group promotes solubility in water, the overall hydrophobic nature of the remaining structure could lead to limited solubility. As always, the solubility is best evaluated experimentally in solvents of different polarities. Understanding these interactions is key to predicting behavior in various chemical environments.

Interesting facts

Interesting Facts about 7-Isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic Acid

This intriguing compound is not just a simple organic molecule; it represents a fascinating structure that showcases the complexity and beauty of organic chemistry. As a derivative of phenanthrene, a polycyclic aromatic hydrocarbon, this compound features a distinctive cyclic structure that contributes to its unique chemical properties.

Key Characteristics

  • Complex Structure: The presence of multiple substituents, including isopropyl and methyl groups, illustrates how slight modifications in a compound can significantly affect its reactivity and interactions.
  • Biological Relevance: Compounds similar to this one have garnered interest in pharmaceuticals as potential candidates in drug discovery, particularly due to their structural motifs that resemble biologically active molecules.
  • Applications: This compound and its derivatives may find utility in various fields, such as materials science and organic synthesis, as researchers continually explore novel applications for complex organic molecules.

"The beauty of organic chemistry lies in the diversity of structures and the endless possibilities they present." - Anonymous

Potential Interactions

The versatility of 7-isopropyl-1,4a-dimethyl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid allows it to participate in a myriad of reactions. Some of these include:

  • Steric Effects: The bulky isopropyl and methyl groups introduce significant steric hindrance, affecting reaction rates and mechanisms.
  • Acidic Properties: As a carboxylic acid, it can participate in various acid-base reactions, forming salts and esters that could serve as intermediates in organic synthesis.
  • Potential for Derivatization: The functional groups present in the structure can be transformed through various chemical reactions, facilitating the synthesis of even more complex molecules.

This compound is a prime example of how organic chemistry provides a playground for innovation, inviting scientists to delve deeper into the structure-activity relationships that govern chemical behavior. As you explore the world of complex organic compounds, you'll discover that each structure has its own story to tell and potential applications waiting to be uncovered.

Synonyms
8,13-Abietadien-18-oic acid
8,13-Abietadien-18-Oate
palustrate
13-isopropylpodocarpa-8,13-dien-15-oic acid
1,4a-dimethyl-7-propan-2-yl-2,3,4,5,6,9,10,10a-octahydrophenanthrene-1-carboxylic acid
1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, strontium salt, (1R,4aR,4bR,10aR)-
Podocarpa-8, 13-isopropyl-
SCHEMBL151743
DTXSID70862793
Abieta-8,13-dien-18-oic acid
Abieta-8,13-dien-18-oic acid #
NSC148945
LMPR0104050012
Podocarpa-8,13-dien-15-oic acid, 13-isopropyl- (8CI)
1-Phenanthrenecarboxylic acid,2,3,4,4a,5,6,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-