Vinylcyclohexene dioxide
 | |
| Names | |
|---|---|
| IUPAC name
3-Oxiranyl-7-oxabicyclo[4.1.0]heptane | |
| Other names
1,2-Epoxy-4-(epoxyethyl)cyclohexane | |
| Identifiers | |
| 106-87-6 | |
| Jmol interactive 3D | Image |
| PubChem | 7833 |
| |
| Properties | |
| C8H12O2 | |
| Molar mass | 140.18 g·mol−1 |
| Appearance | Colorless liquid[1] |
| Density | 1.09 g·cm−3[2][3] |
| Melting point | −108.9 °C (−164.0 °F; 164.2 K)[4] |
| Boiling point | 227 °C (441 °F; 500 K)[4] |
| Vapor pressure | 13 Pa (20 °C)[4] |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
4-Vinylcyclohexene dioxide is an organic compound that contains two epoxide functional groups. It is industrially used as a crosslinking agent for the production of epoxy resins.[5][6] It is a colourless liquid.
It is an intermediate for synthesis of organic compounds.[2]
Preparation and properties
4-Vinylcyclohexene dioxide is prepared by epoxidation of 4-vinylcyclohexene with peracid.[5] It's viscosity is 15 mPa·s.[5]
Safety
4-Vinylcyclohexene dioxide, like other volatile epoxides, is classified as an alkylating agent.[5]
References
- ↑ Kam-Piu Ho, Wing-Leung Wong, Kin-Ming Lam, Cheuk-Piu Lai, Tak Hang Chan und Kwok-Yin Wong (2008-09-08). "A Simple and Effective Catalytic System for Epoxidation of Aliphatic Terminal Alkenes with Manganese(II) as the Catalyst". Chemistry - A European Journal 14 (26): 7988–7996. doi:10.1002/chem.200800759.
- 1 2 Kh. M. Alimardanov, O. A. Sadygov, N. I. Garibov und M. Ya. Abdullaeva (2012-11-07). "Liquid-phase synthesis of cyclic diene diepoxides using metal halides and hydrogen peroxide". Russian Journal of Organic Chemistry 48 (10): 1302–1308. doi:10.1134/S1070428012100077.
- ↑ L. A. Mukhamedova, G. Kh. Gil'manova, M. I. Kudryavtseva, F. G. Nasybullina und A. S. Kireeva (July 1982). "Synthesis and testing of the antiviral activity of epoxy and triazo derivatives of cyclohexane". Pharmaceutical Chemistry Journal 16 (7): 510–514. doi:10.1007/BF00761540.
- 1 2 3 Record of CAS RN 106-87-6 in the GESTIS Substance Database of the IFA, accessed on 24. März 2015
- 1 2 3 4 Pham, Ha Q.; Marks, Maurice J. "Epoxy Resins". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a09_547.pub2.
- ↑ US 2555500 "Copolymers of 4-vinylcyclohexene dioxide."
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