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(1S,2S)-indane-1,2-diol

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Identification
Molecular formula
C9H10O2
CAS number
39660-31-4
IUPAC name
(1S,2S)-indane-1,2-diol
State
State

At room temperature, (1S,2S)-indane-1,2-diol is a solid. It has a rigid bicyclic ring system which contributes to its solid state.

Melting point (Celsius)
92.00
Melting point (Kelvin)
365.15
Boiling point (Celsius)
355.20
Boiling point (Kelvin)
628.35
General information
Molecular weight
150.17g/mol
Molar mass
150.1720g/mol
Density
1.3000g/cm3
Appearence

(1S,2S)-Indane-1,2-diol is typically a white or off-white crystalline powder. Its crystalline nature is due to the diol groups, which often participate in hydrogen bonding, and its rigid bicyclic structure contributes to its solid form.

Comment on solubility

Solubility of (1S,2S)-indane-1,2-diol

(1S,2S)-indane-1,2-diol, also known as indan-1,2-diol, exhibits intriguing solubility characteristics due to its structural features. This compound is a diol, which means it contains two hydroxyl groups (-OH), enhancing its interaction with polar solvents.

In general, the solubility of (1S,2S)-indane-1,2-diol can be summarized as follows:

  • Polar Solvents: The presence of hydroxyl groups allows for strong hydrogen bonding, making the compound readily soluble in polar solvents such as water and alcohols.
  • Non-Polar Solvents: Solubility in non-polar solvents (like hexane or toluene) is quite low due to the hydrophilic nature of the hydroxyl groups, which do not interact favorably with non-polar environments.
  • Temperature Effects: As with many organic compounds, solubility can increase with temperature, making it easier to dissolve in warm solvent conditions.

In summary, (1S,2S)-indane-1,2-diol is soluble in water and other polar solvents, primarily due to its diol nature, which facilitates crucial interactions, but remains largely insoluble in non-polar solvents. This solubility profile highlights the importance of molecular structure in determining how compounds interact with different environments.

Interesting facts

Exploring (1S,2S)-Indane-1,2-diol

(1S,2S)-indane-1,2-diol is a fascinating compound that belongs to the family of indanols, which are derivatives of indane. This compound is particularly noteworthy for its unique stereochemistry, as indicated by the (1S,2S) designation. It features two chiral centers, which allows for interesting interactions in biological systems and applications in organic synthesis.

Interesting Facts:

  • Biological Relevance: (1S,2S)-indane-1,2-diol has been researched for its potential biological activities, including antioxidant properties and interactions with biological molecules. This makes it a candidate for further studies in medicinal chemistry.
  • Synthesis Versatility: The synthesis of (1S,2S)-indane-1,2-diol can be approached through various methods, including catalytic asymmetric synthesis. This versatility is essential for chemists looking to produce enantiomerically pure compounds.
  • Chirality Matters: Chirality plays a significant role in the properties and activities of organic compounds. The (1S,2S) configuration not only makes it interesting from a synthetic standpoint but also affects how the compound might interact with enzymes and receptors in biological systems.
  • Applications in Material Science: Polyfunctional compounds like (1S,2S)-indane-1,2-diol are considered for their potential use in materials science, where their unique physical and chemical properties can be harnessed for developing new materials.

In conclusion, (1S,2S)-indane-1,2-diol showcases the beauty of stereochemistry and its implications in various fields. As researchers continue to explore its properties and applications, this compound remains an exciting subject of study in both organic chemistry and medicinal research.

Synonyms
1H-Indene-1,2-diol, 2,3-dihydro-, trans-
4647-43-2
trans-1,2-Dihydroxyindane
(1S,2S)-2,3-dihydro-1H-indene-1,2-diol
1,2-Indandiol, trans-
trans-1,2-Indandiol
trans-2,3-Dihydro-1H-indene-1,2-diol
rel-(1R,2R)-2,3-Dihydro-1H-indene-1,2-diol
(E)-1,2-Indanediol
FQE3W9VRP2
GJ8T7LP4YJ
(1S)-trans-1,2-Indandiol
SCHEMBL4168243
(+/-)-trans-1,2-Indandiol
YKXXBEOXRPZVCC-IUCAKERBSA-N
(+/-)-trans-Indane-1,2-diol
1,2-Indandiol, (+/-)-trans-
(1S,2S)-trans-Indane-1,2-diol
1,2-Indandiol, (1S,2S)-trans-
NSC 62548
1H-Indene-1,2-diol, 2,3-dihydro-, (1S,2S)-
1H-Indene-1,2-diol, 2,3-dihydro-, (1S-trans)-
172588-77-1