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(1R,2S)-2-Methylcyclopentanol

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Identification
Molecular formula
C6H12O
CAS number
1460-24-0
IUPAC name
(1R,2S)-2-methylcyclopentanol
State
State

At room temperature, (1R,2S)-2-Methylcyclopentanol is in a liquid state. Like many alcohols, it is volatile and possesses a distinct alcohol odor.

Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
177.00
Boiling point (Kelvin)
450.15
General information
Molecular weight
114.19g/mol
Molar mass
114.1860g/mol
Density
0.8980g/cm3
Appearence

(1R,2S)-2-Methylcyclopentanol usually appears as a colorless liquid. Its appearance is akin to many simple alcohols, and it is typically clear without any visible impurities.

Comment on solubility

Solubility of (1R,2S)-2-methylcyclopentanol

(1R,2S)-2-methylcyclopentanol, a cyclic alcohol, exhibits interesting solubility properties primarily attributed to its structural characteristics. Key points concerning its solubility include:

  • Polarity: Being an alcohol, it has a hydroxyl (-OH) functional group that enhances its polarity, allowing it to interact favorably with polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds improves solubility in water to some extent, although the bulkiness of the cyclopentane ring can hinder this process.
  • Organic Solvents: It demonstrates higher solubility in non-polar and mildly polar organic solvents due to its hydrophobic cyclopentane structure, making it easier to dissolve in substances like ether or alcohols.
  • Temperature Dependency: The solubility of (1R,2S)-2-methylcyclopentanol can be influenced by temperature; generally, elevated temperatures improve solubility in most solvents.

Overall, while (1R,2S)-2-methylcyclopentanol is more soluble in organic solvents, its polar nature allows for some degree of solubility in water as well, making it a versatile compound for various applications.

Interesting facts

Interesting Facts About (1R,2S)-2-methylcyclopentanol

(1R,2S)-2-methylcyclopentanol is a fascinating compound with unique structural features that stand out in the field of organic chemistry. This compound is an example of a chiral alcohol, exhibiting distinct stereochemistry that can significantly influence its reactivity and interactions in various chemical processes.

Key Characteristics

  • Stereochemistry: The designation (1R,2S) indicates that this molecule has specific chiral centers. This chiral nature not only affects the physical properties but can also lead to different biological activities, making it an important compound in pharmaceuticals.
  • Functional Group: As an alcohol, (1R,2S)-2-methylcyclopentanol contains a hydroxyl group (-OH), which plays a crucial role in hydrogen bonding, solubility, and interactions with other biological molecules.
  • Applications: This compound may serve as a building block in organic synthesis, showcasing its versatility in creating more complex molecules. It is also of interest in the fragrance industry, contributing to the development of aromatic compounds.

Chemical Behavior

The presence of the methyl group and the hydroxyl functional group in (1R,2S)-2-methylcyclopentanol influences its chemical behavior:

  • This structure can lead to differences in reactivity compared to its isomers.
  • It is known to participate in various reactions such as oxidation, dehydration, and substitution, making it an essential compound for synthetic organic chemists.

Conclusion

In summary, (1R,2S)-2-methylcyclopentanol exemplifies the fascinating intricacies of organic chemistry. Its chirality, functional groups, and potential applications highlight the importance of understanding not just the molecule itself, but also its broader implications in chemical research and industry. To quote a famous chemist, "The joy of chemistry lies not in the answers it provides but in the questions it raises."

Synonyms
Cyclopentanol, 2-methyl-, cis-
RefChem:1082714
cis-2-Methylcyclopentanol
25144-05-2
(1R,2S)-2-methylcyclopentan-1-ol
Cyclopentanol, 2-methyl-, (1R,2S)-rel-
MFCD13810043
cis-2-methyl-cyclopentanol
(1R,2S)-2-methylcyclopentanol
SCHEMBL11614106
DTXSID701030994
CYCLOPENTANOL,2-METHYL-,CIS-
AKOS037643885
AS-39682
CS-0036366
87759-66-8