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(2S,3S)-2,3-dimethyloxirane

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Identification
Molecular formula
C4H8O
CAS number
2855-19-8
IUPAC name
(2S,3S)-2,3-dimethyloxirane
State
State

At room temperature, (2S,3S)-2,3-dimethyloxirane is typically in a liquid state.

Melting point (Celsius)
-91.00
Melting point (Kelvin)
182.15
Boiling point (Celsius)
64.00
Boiling point (Kelvin)
337.15
General information
Molecular weight
72.11g/mol
Molar mass
72.1060g/mol
Density
0.8500g/cm3
Appearence

(2S,3S)-2,3-dimethyloxirane is a colorless liquid with a pleasant, ether-like odor. It is a chiral epoxide and is often used in organic synthesis.

Comment on solubility

Solubility of (2S,3S)-2,3-dimethyloxirane

(2S,3S)-2,3-dimethyloxirane, a chiral epoxide compound, exhibits particular solubility characteristics that can be quite intriguing. It is primarily soluble in organic solvents due to its nonpolar structure. Here are some details on its solubility:

  • Solvents: It shows good solubility in nonpolar solvents such as hexane and toluene.
  • Water Solubility: The compound has very limited solubility in water, primarily due to its hydrophobic characteristics.
  • Temperature Influence: Like many organic compounds, solubility can be affected by temperature; increased temperatures often enhance solubility in organic solvents.

Understanding the solubility of (2S,3S)-2,3-dimethyloxirane is essential for its applications in synthesis and chemical reactions. The phrase "like dissolves like" holds true here, as its solubility profile underscores the importance of choosing the right solvent in experimental practices.

Interesting facts

Exploring (2S,3S)-2,3-dimethyloxirane

(2S,3S)-2,3-dimethyloxirane, also known as a chiral epoxide, presents a fascinating case in organic chemistry due to its unique structural and stereochemical characteristics. This compound is an epoxide, which means it contains a three-membered cyclic ether, making it highly reactive and an important intermediate in the synthesis of various organic molecules.

Key Features

  • Stereochemistry: The (2S,3S) notation indicates that this compound has specific stereochemical configurations at the second and third carbon atoms, leading to significant implications in its reactivity and the types of reactions it can undergo.
  • Reactivity: Epoxides are generally strained compounds due to their three-membered ring structure, which makes them more reactive than typical ethers. This reactivity is often exploited in organic synthesis.
  • Applications: (2S,3S)-2,3-dimethyloxirane can be used in the production of pharmaceuticals, agrochemicals, and specialty chemicals, adding to its importance in industrial applications.
  • Synthetic Routes: There are various synthetic methodologies to obtain this compound, including the oxidation of alkenes or the use of specific reagents that ensure the production of it in the desired stereochemical form.

As noted in chemical literature, "Understanding the behavior of chiral epoxides is crucial for developing efficient synthetic routes in asymmetric synthesis." This highlights the significance of (2S,3S)-2,3-dimethyloxirane in both academic research and practical applications.

Moreover, the study of such compounds enhances our understanding of chirality and its role in molecular interactions, influencing fields ranging from pharmaceuticals to materials science. Researching (2S,3S)-2,3-dimethyloxirane not only deepens our knowledge about epoxides but also showcases the interconnectedness of different branches of chemistry.

Synonyms
trans-2,3-Epoxybutane
21490-63-1
(2S,3S)-2,3-dimethyloxirane
MFCD00005129
trans-2-Butene oxide
6189-41-9
rel-(2R,3R)-2,3-dimethyloxirane
trans-2-Butylene oxide
Oxirane, 2,3-dimethyl-, (2R,3R)-rel-
63864-69-7
trans-beta-Butylene oxide
CCRIS 3759
EINECS 244-406-8
trans-dimethyloxirane
BRN 0079772
RefChem:1100218
2,3-Epoxybutane, trans-
2,3-Dimethyloxiranato(2-)
SCHEMBL183086
H8JV36V3V5
SCHEMBL3586825
(2S,3S)-2,3-epoxy-butane
SCHEMBL11773919
DTXSID40920536
DTXSID401026528
NSC24244
WAA49063
rac-(2R,3R)-2,3-dimethyloxirane
NSC-24244
AKOS006280817
10203-50-6
BP-12922
G28972
H51726
EN300-6494291
244-406-8