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Trichloro(methyl)oxirane

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Identification
Molecular formula
C4H5Cl3O
CAS number
28565-97-3
IUPAC name
2-(2,2,2-trichloroethyl)oxirane
State
State

Trichloro(methyl)oxirane is a liquid at room temperature. It has a high chloro content, which makes the compound relatively dense compared to other epoxides. It is volatile and should be handled in well-ventilated areas.

Melting point (Celsius)
-22.00
Melting point (Kelvin)
251.15
Boiling point (Celsius)
145.00
Boiling point (Kelvin)
418.15
General information
Molecular weight
161.44g/mol
Molar mass
161.4420g/mol
Density
1.5160g/cm3
Appearence

Trichloro(methyl)oxirane is a colorless liquid with a sharp, pungent odor. It is typically clear but can appear slightly yellow. This compound is sensitive to light and can decompose upon exposure to air, resulting in color changes due to impurities.

Comment on solubility

Solubility of 2-(2,2,2-trichloroethyl)oxirane

When it comes to understanding the solubility of 2-(2,2,2-trichloroethyl)oxirane, also known as a chlorinated oxirane compound, there are several key points to consider:

  • Polarity: The presence of the trichloroethyl group introduces significant polarity due to the electronegative chlorine atoms, which can influence the solubility behavior in various solvents.
  • Solvent Interaction: This compound is generally more soluble in organic solvents such as acetone and ethanol, while its solubility in water is limited due to its hydrophobic oxirane ring.
  • Temperature Dependence: Like many compounds, its solubility can vary with temperature; increased temperatures can often enhance solubility in organic solvents.

It is also important to note that in organic chemistry, chlorinated compounds can often exhibit interesting solubility characteristics, making them sit at the boundary of hydrophilic and hydrophobic interactions. As such, consistent studies or experiments could yield varying results with this compound, making it essential to analyze its solubility under defined conditions. In summary, while 2-(2,2,2-trichloroethyl)oxirane demonstrates a degree of solubility in non-polar and polar organic solvents, its overall interaction with water is minimal.

Interesting facts

Interesting Facts about 2-(2,2,2-Trichloroethyl)oxirane

2-(2,2,2-Trichloroethyl)oxirane, commonly known for its unique structure and properties, is an interesting compound in the field of organic chemistry. Here are some fascinating aspects:

  • Structural Composition: This compound is characterized by its epoxide group, which is a three-membered cyclic ether. This structure makes it quite reactive and useful in various synthetic applications.
  • Use in Synthesis: Due to its reactive oxirane functionality, 2-(2,2,2-trichloroethyl)oxirane serves as an important intermediate in organic synthesis. It can participate in a variety of chemical reactions, including ring-opening reactions that lead to the formation of larger, more complex molecules.
  • Environmental Considerations: The presence of heavily chlorinated ethyl groups in its structure raises concerns regarding its environmental impact and toxicity. Compounds like this can have significant effects on both human health and ecosystems, leading to ongoing research into safer alternatives.
  • Applications: Beyond its role in organic synthesis, it has potential applications in the production of pesticides and pharmaceuticals. Its unique properties make it a candidate for targeting specific chemical pathways.

As chemists continue to explore the properties of 2-(2,2,2-trichloroethyl)oxirane, they unravel the challenges and opportunities that arise from its structural characteristics. An exciting venture in research endeavors, this compound reminds us of the intricate balance between utility and safety in chemical development.

Synonyms
Trichlorobutylene oxide
3083-25-8
2-(2,2,2-Trichloroethyl)oxirane
1,2-Epoxy-4,4,4-trichlorobutane
4,4,4-Trichloro-1,2-epoxybutane
(2,2,2-Trichloroethyl)oxirane
4,4,4-Trichloro-1,2-butylene oxide
Oxirane, (2,2,2-trichloroethyl)-
Oxirene, 2,2,2-trichloroethyl-
Butane, 1,1,1-trichloro-3,4-epoxy-
Butane, 1,2-epoxy-4,4,4-trichloro-
CCRIS 2622
HSDB 6079
1,1,1-TRICHLORO-3,4-EPOXYBUTANE
EINECS 221-385-3
NI022UOH8G
Oxirane, 2-(2,2,2-trichloroethyl)-
BRN 0104218
DTXSID8025250
4-17-00-00046 (Beilstein Handbook Reference)
1,1,1-TRICHLORO-3,4-EPOXYBUTANE [HSDB]
1,2Epoxy4,4,4trichlorobutane
4,4,4Trichloro1,2epoxybutane
DTXCID405250
Oxirane, (2,2,2trichloroethyl)
4,4,4Trichloro1,2butylene oxide
Butane, 1,1,1trichloro3,4epoxy
Butane, 1,2epoxy4,4,4trichloro
2,2,2-TRICHLOROETHYLOXIRENE
221-385-3
4.4.4-TRICHLOROBUTYLENE OXIDE
UNII-NI022UOH8G
4,4,4-Trichlorobutylene oxide
SCHEMBL4576480
AKOS006274671
NS00028973
Q27284867