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Retinol

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Identification
Molecular formula
C20H30O
CAS number
68-26-8
IUPAC name
(1S)-3-[2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol
State
State
Retinol is typically a solid at room temperature and is often found in a crystalline form.
Melting point (Celsius)
63.00
Melting point (Kelvin)
336.15
Boiling point (Celsius)
137.00
Boiling point (Kelvin)
410.15
General information
Molecular weight
286.46g/mol
Molar mass
286.4590g/mol
Density
0.9350g/cm3
Appearence

Retinol is a yellow to pale yellow crystalline solid.

Comment on solubility

Solubility Overview

The compound (1S)-3-[2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol, with the formula C20H30O, exhibits unique solubility characteristics that are influenced by its structural complexity. Its solubility profile can be summarized as follows:

Factors Affecting Solubility

  • Molecular Structure: With a considerable hydrophobic character due to its large and complex hydrocarbon framework, this compound tends to be more soluble in organic solvents.
  • Polarity: The presence of the hydroxyl (–OH) group provides some polar characteristics, potentially allowing for solubility in polar environments to a limited degree.
  • Chain Length: The long aliphatic chains in the structure contribute to its lower solubility in water, typical for similar hydrocarbons.

General Solubility Behavior

Typically, one might expect the following behavior for this compound:

  • It is likely to be insoluble or only very slightly soluble in water.
  • It will demonstrate good solubility in organic solvents such as ethanol, chloroform, and acetone.

In conclusion, while it's essential to recognize institutional variations based on specific conditions, the general understanding is that this compound's solubility is dictated mainly by its hydrophobic character alongside the influence of its functional groups. Thus, practical applications would favor environments aligning with its solubility in organic solvents.

Interesting facts

Interesting Facts About (1S)-3-[2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol

This fascinating compound is an example of structural complexity in organic chemistry, showcasing the intricate relationships between molecular structure and function. Here are some compelling aspects of this compound:

  • Stereochemistry: The compound features multiple chiral centers, such as at the positions designated with (1S) and (1R). This stereochemical diversity leads to significant variations in biological activity, which is critical in fields like pharmacology.
  • Natural Product Inspiration: Compounds with similar frameworks are often found in nature, contributing to the flavors and fragrances in various plants. The presence of multiple rings in its structure allows for unique interactions with biological systems.
  • Potential Applications: Due to its unique structure, this compound may be investigated for applications in drug development, especially in designing molecules that target specific biological pathways.
  • Synthetic Pathways: The synthesis of this compound can involve complex multi-step reactions, often requiring advanced techniques such as asymmetric synthesis to ensure the correct stereochemical configurations are achieved.
  • Research Significance: Compounds like this draw the interest of chemists aiming to understand and develop new materials, offering insights into chemical reactivity and stability under various conditions.

As you delve deeper into the chemistry of this compound, remember that the intricate dance of atoms not only forms its structure but also plays a pivotal role in its reactivity and potential utility in myriad applications. It serves as a reminder of the beauty and complexity that chemistry presents in the molecular world.

Synonyms
(1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL
(S,Z)-3-((E)-2-((1R,3aS,7aR)-7a-methyl-1-((R)-6-methylheptan-2-yl)dihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-4-methylenecyclohexanol
Vitamin D3,(S)
(1S)-3-{2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol
2416217-93-9
AKOS030228568
(1S)-3-[2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
Q27467026