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Tretinoin

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Identification
Molecular formula
C22H28O3
CAS number
302-79-4
IUPAC name
[2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] 2,2-dimethylpropanoate
State
State

At room temperature, Tretinoin is typically found as a solid.

Melting point (Celsius)
179.50
Melting point (Kelvin)
452.65
Boiling point (Celsius)
611.80
Boiling point (Kelvin)
884.95
General information
Molecular weight
516.68g/mol
Molar mass
516.6780g/mol
Density
1.2400g/cm3
Appearence

Tretinoin appears as a yellow to light orange crystalline powder.

Comment on solubility

Solubility of [2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] 2,2-dimethylpropanoate

The solubility of [2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl] 2,2-dimethylpropanoate can be nuanced due to its complex structure and the presence of various functional groups. Understanding its solubility is crucial for predicting its behavior in different solvents and environments. Here are key aspects to consider:

  • Polar vs. Nonpolar Solvents: The presence of hydroxyl groups typically indicates potential solubility in polar solvents, such as water or alcohols.
  • Hydrophobic Regions: The aliphatic and hydrophobic parts of the compound may lead to reduced solubility in highly polar media.
  • Temperature Dependence: Solubility can vary significantly with temperature, generally increasing with higher temperatures in many organic compounds.
  • Concentration Effects: At higher concentrations, the compound might exhibit different solubility characteristics due to intermolecular interactions.

As a rule of thumb, it’s essential to conduct empirical solubility tests under controlled conditions to ascertain exact solubility values. This compound’s behavior could well be described as “**soluble in organic solvents with a degree of solubility that varies based on temperature and concentration**,” showcasing both its versatility and the need for specific solvent selection for applications.

Interesting facts

Interesting Facts about 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl 2,2-dimethylpropanoate

This compound is a fascinating example of how complex organic chemistry can be, showcasing intricate molecular structures and potential applications in various fields.

Key Insights:

  • Chemical Structure: The compound features a unique cyclopenta[a]phenanthrene backbone, highlighting the diversity of polycyclic compounds in organic chemistry.
  • Functional Groups: With multiple functional groups, including hydroxyl (–OH) and keto (C=O) groups, this compound exhibits a range of chemical reactivity that can be harnessed for synthesis and further modifications.
  • Biological Significance: Compounds with similar structures are often studied for their biological activities, particularly in medicinal chemistry, where they may exhibit antitumor, anti-inflammatory, or hormonal functions.

As a chemistry student or scientist, understanding such a compound involves diving deep into its synthesis pathways and potential interactions with biological systems. The complexity of its structure may seem daunting, but it also offers a wealth of knowledge about the principles of reactivity and stability in organic molecules.

Moreover, the synthesis of compounds like this often involves intricate multi-step processes which can be invaluable educational tools, showcasing concepts such as:

  1. Multi-step synthesis techniques
  2. Chirality and stereochemistry
  3. Functional group transformations

To summarize, exploring the realm of complex chemical compounds like this one can significantly enhance our understanding of organic chemistry and its applications in science and industry. As chemists, we are continuously inspired by the possibilities that such compounds hold!
Let's embrace the complexity!

Synonyms
11,17-Dihydroxy-3,20-dioxopregna-1,4-dien-21-yl pivalate
DTXSID70871825
AKOS024419638
2a{1,10aDihydroxya9a,11aadimethyla7aoxoa1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aHacyclopenta[a]phenanthrena1ayl}a2aoxoethyl 2,2adimethylpropanoate