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epichlorohydrin

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Identification
Molecular formula
C3H5ClO
CAS number
106-89-8
IUPAC name
2-chlorooxirane
State
State

At room temperature, epichlorohydrin is typically in a liquid state.

Melting point (Celsius)
-57.20
Melting point (Kelvin)
215.90
Boiling point (Celsius)
117.90
Boiling point (Kelvin)
391.00
General information
Molecular weight
92.52g/mol
Molar mass
92.5240g/mol
Density
1.1819g/cm3
Appearence

Epichlorohydrin is a clear, colorless liquid. It has a slightly sweet, chloroform-like odor. Due to its reactive epoxide group, epichlorohydrin is often used in the production of glycerol, plastics, epoxy glues and resins, and as a solvent for cellulose esters and ethers.

Comment on solubility

Solubility of 2-chlorooxirane

2-chlorooxirane, also known as epichlorohydrin, is a colorless liquid that exhibits interesting solubility characteristics. Understanding its solubility is crucial in various applications, particularly in organic synthesis and material science.

Solubility in Water:

2-chlorooxirane has limited solubility in water due to the following factors:

  • Polarity: Although it contains a polar epoxide group, the overall structure results in a moderate polarity.
  • Hydrophobicity: The chloro substituent contributes to a certain degree of hydrophobicity, reducing its affinity for water.

As a result, it is considered to be sparingly soluble in water, often quantified at approximately 0.1 g/100 mL at room temperature.

Solubility in Organic Solvents:

In contrast, 2-chlorooxirane is highly soluble in many organic solvents, making it quite versatile for industrial use:

  • Common Solvents: It readily dissolves in alcohols, ethers, and chlorinated solvents.
  • Applications: This property enhances its use in coatings, adhesives, and resins.

The solubility profile of 2-chlorooxirane is a key factor in its reactivity and utility in chemical processes, showing that while it may have limitations in polar environments, it excels in non-polar organic settings.

Interesting facts

Interesting Facts about 2-Chlorooxirane

2-Chlorooxirane, also known as chloromethyloxirane, is a fascinating compound in the field of organic chemistry. This compound holds relevance due to its unique structure and applications. Here are some intriguing aspects of 2-Chlorooxirane:

  • Epoxide Structure: The presence of an epoxide group makes this compound highly reactive. Epoxides are three-membered cyclic ethers that are known for their *strain energy*, making them ideal for undergoing various chemical reactions, such as ring-opening reactions.
  • Synthetic Utility: 2-Chlorooxirane serves as a valuable intermediate in organic synthesis. It can be used to produce a variety of biologically active molecules, which highlights its significance in pharmaceutical research.
  • Toxicity Considerations: Like many halogenated compounds, 2-Chlorooxirane exhibits toxicity and potential carcinogenic properties, necessitating careful handling and thorough risk assessments in a laboratory setting.
  • Environmental Impact: The stability and reactivity of chlorinated compounds raise concerns about their environmental footprint. Studies focus on understanding the degradation pathways of 2-Chlorooxirane to minimize ecological risks.
  • Applications in Industry: Beyond academia, this compound finds applications in the manufacturing of plastics, resins, and other materials, showcasing its versatility and importance in industrial chemistry.

In summary, 2-Chlorooxirane represents the intersection of reactivity and utility in organic chemistry, making it an essential compound for both scientific study and practical application. Understanding its properties and implications can lead to innovative advancements in various fields!

Synonyms
2-Chlorooxirane
Chlorooxirane
CHLOROETHYLENE OXIDE
2-Chloroethylene oxide
Oxirane, chloro-
Ethane, chloroepoxy-
Chloroepoxyethane
CCRIS 861
BRN 0102403
CHEBI:29129
DTXSID10998848
5-17-01-00008 (Beilstein Handbook Reference)
Oxirane, chloro-(9CI)
DTXCID001425829
1-Chlorooxirane
7763-77-1
Monochloroethylene oxide
2-chlo-rooxirane
AKOS006277385
NS00115916
C20303
Q27109956