Names | |
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IUPAC name
7-Oxabicyclo[4.1.0]heptane
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Other names
Epoxycyclohexane
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.005.462 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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|
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Properties | |
C6H10O | |
Molar mass | 98.145 g·mol−1 |
Appearance | Colorless liquid [1] |
Density | 0.97 g·cm−3 [1] |
Melting point | ca. -40 °C [1] |
Boiling point | ca. 130 °C [1] |
Practically insoluble [1] | |
Vapor pressure | 12 mbar (at 20 °C) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyclohexene oxide is a cycloaliphatic epoxide. It can react in cationic polymerization to poly(cyclohexene oxide). As cyclohexene is monovalent, poly(cyclohexene oxide) is a thermoplastic.
Cyclohexene oxide is produced in epoxidation reaction from cyclohexene. The epoxidation can take place either in a homogeneous reaction by peracids [2] or heterogeneous catalysis (e.g. silver and molecular oxygen). [3] [4] [5]
In industrial production the heterogeneously catalyzed synthesis is preferred because of better atom economy, a simpler separation of the product and easier recycling of catalyst. A short overview and an investigation of the oxidation of cyclohexene by hydrogen peroxide is given in the literature. [6] In recent times the catalytic oxidation of cyclohexene by (immobilized) metalloporphyrin complexes has been found to be an efficient way. [7] [8]
In laboratory, cyclohexene oxide can also be prepared by reacting cyclohexene with magnesium monoperoxyphthalate (MMPP) in a mixture of isopropanol and water as solvent at room temperature. [9]
With this method, good yields up to 85 % can be reached.
Cyclohexene has been studied extensively by analytical methods. [10] Cyclohexene oxide can be polymerized in solution, catalyzed by a solid acid catalyst. [11]
{{
citation}}
: CS1 maint: multiple names: authors list (
link)
Names | |
---|---|
IUPAC name
7-Oxabicyclo[4.1.0]heptane
| |
Other names
Epoxycyclohexane
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.005.462 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C6H10O | |
Molar mass | 98.145 g·mol−1 |
Appearance | Colorless liquid [1] |
Density | 0.97 g·cm−3 [1] |
Melting point | ca. -40 °C [1] |
Boiling point | ca. 130 °C [1] |
Practically insoluble [1] | |
Vapor pressure | 12 mbar (at 20 °C) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Cyclohexene oxide is a cycloaliphatic epoxide. It can react in cationic polymerization to poly(cyclohexene oxide). As cyclohexene is monovalent, poly(cyclohexene oxide) is a thermoplastic.
Cyclohexene oxide is produced in epoxidation reaction from cyclohexene. The epoxidation can take place either in a homogeneous reaction by peracids [2] or heterogeneous catalysis (e.g. silver and molecular oxygen). [3] [4] [5]
In industrial production the heterogeneously catalyzed synthesis is preferred because of better atom economy, a simpler separation of the product and easier recycling of catalyst. A short overview and an investigation of the oxidation of cyclohexene by hydrogen peroxide is given in the literature. [6] In recent times the catalytic oxidation of cyclohexene by (immobilized) metalloporphyrin complexes has been found to be an efficient way. [7] [8]
In laboratory, cyclohexene oxide can also be prepared by reacting cyclohexene with magnesium monoperoxyphthalate (MMPP) in a mixture of isopropanol and water as solvent at room temperature. [9]
With this method, good yields up to 85 % can be reached.
Cyclohexene has been studied extensively by analytical methods. [10] Cyclohexene oxide can be polymerized in solution, catalyzed by a solid acid catalyst. [11]
{{
citation}}
: CS1 maint: multiple names: authors list (
link)