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1,2-dimethylcyclopentane

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Identification
Molecular formula
C7H14
CAS number
2452-99-5
IUPAC name
(1R,2S)-1,2-dimethylcyclopentane
State
State

At room temperature, 1,2-dimethylcyclopentane is found in the liquid state.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
98.00
Boiling point (Kelvin)
371.15
General information
Molecular weight
98.19g/mol
Molar mass
98.1860g/mol
Density
0.7400g/cm3
Appearence

1,2-dimethylcyclopentane is a colorless liquid with a characteristic odor. It is not commonly found but can be observed in mixtures where specific enantiomer configuration is controlled.

Comment on solubility

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

(1R,2S)-1,2-dimethylcyclopentane, a cyclic alkane, exhibits specific solubility characteristics that are primarily influenced by its structure and the nature of the solvents used.

As a general trend, alkanes like (1R,2S)-1,2-dimethylcyclopentane tend to be:

  • Nonpolar due to the lack of significant electronegative atoms in its structure.
  • Insoluble or only slightly soluble in polar solvents such as water.
  • Soluble in nonpolar organic solvents, including hexane and benzene.

For example, it is often quoted that "like dissolves like," meaning that nonpolar compounds will generally dissolve well in nonpolar solvents. This propensity for solubility in nonpolar media makes (1R,2S)-1,2-dimethylcyclopentane useful in various applications but limits its interactions with polar environments.

In summary, the solubility of (1R,2S)-1,2-dimethylcyclopentane reflects its nonpolar characteristics, allowing it to dissolve easily in nonpolar solvents while remaining insoluble in polar solvents like water.

Interesting facts

Interesting Facts about (1R,2S)-1,2-Dimethylcyclopentane

(1R,2S)-1,2-dimethylcyclopentane is a fascinating member of the cycloalkane family, showcasing the intricate world of organic chemistry and stereochemistry. As a derivative of cyclopentane, this compound features two methyl groups attached to different carbons on the cyclopentane ring, which imbues it with unique structural properties.

Stereochemistry

The specific configuration of (1R,2S) is significant. The use of R and S designations indicates the compound's chirality, which means that it can exist in two enantiomeric forms. This property leads to diverse interactions in biological systems, often affecting the compound's reactivity and interaction with biological receptors.

Reactions and Applications

(1R,2S)-1,2-dimethylcyclopentane can undergo various chemical reactions that are instrumental in organic synthesis. Here are a few notable aspects:

  • Addition reactions: Due to the presence of double bonds, the compound can participate in electrophilic addition reactions.
  • Functionalization: It can be used as a precursor for the synthesis of larger and more complex organic molecules.
  • Materials Science: Its unique structure may find applications in the development of new materials with specific properties.

Conformational Analysis

The cyclopentane ring in (1R,2S)-1,2-dimethylcyclopentane can adopt different conformations. Understanding these conformations is crucial for predicting the compound's reactivity and stability. Cyclopentanes are generally less strain-prone compared to cyclopropanes or cyclobutanes, making them versatile skeletons in synthetic chemistry.

Environmental Impact

The study of compounds like (1R,2S)-1,2-dimethylcyclopentane also extends into environmental chemistry. Researchers explore how such compounds behave in natural ecosystems, their degradation pathways, and their effects on the environment.

In conclusion, (1R,2S)-1,2-dimethylcyclopentane serves as a remarkable example of how seemingly simple organic compounds can possess intricate structures and profound implications in both synthetic and natural processes.

Synonyms
cis-1,2-Dimethylcyclopentane
1192-18-3
RY95O581TY
1,2-Dimethylcyclopentane, cis-
Cyclopentane, 1,2-dimethyl-, (1R,2S)-rel-
EINECS 214-748-2
NSC 74146
NSC-74146
Cyclopentane, 1,2dimethyl, cis (8CI)
Cyclopentane, 1,2-dimethyl-, cis-(8CI)
Cyclopentane, 1,2dimethyl, cis (8CI)(9CI)
Cyclopentane, 1,2-dimethyl-, cis-(8CI)(9CI)
214-748-2
Cyclopentane, 1,2-dimethyl-, cis-
(1R,2S)-1,2-dimethylcyclopentane
1,cis-2-Dimethylcyclopentane
(1S,2R)-1,2-dimethylcyclopentane
1,2-Dimethyl- cis-cyclopentane
1-c-2-Dimethylcyclopentane
c-1,2-Dimethylcyclopentane
cis-1,2-dimethylcyclopentan
UNII-RY95O581TY
(Z)-1,2-Dimethylcyclopentane
1,2-Dimethylcyclopentane, cis
Cyclopentane,2-dimethyl-, cis-
DTXSID90862952
NSC74146
AKOS006271785
cyclopentane, 1,2-dimethyl-, (1R,2S)-
DB-254231
NS00041582
EN300-250057
Q27896747
InChI=1/C7H14/c1-6-4-3-5-7(6)2/h6-7H,3-5H2,1-2H3/t6-,7