3,4-Epoxycyclohexanecarboxylate methyl ester
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Preferred IUPAC name
Methyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate | |
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Properties | |
C8H12O3 | |
Molar mass | 156.181 g·mol−1 |
Appearance | Colorless liquid[1] |
Boiling point | 109.5–110.5 °C (229.1–230.9 °F; 382.6–383.6 K)[2] (17 mmHg) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
3,4-Epoxycyclohexanecarboxylate methyl ester is a cycloaliphatic epoxide, which is added as monovalent monomer to other monomers for the production of crosslinked epoxy resins.[3][4] 3,4-Epoxycyclohexanecarboxylate methyl ester itself would give a linear polymer when homopolymerized.
Production[]
3,4-Epoxycyclohexanecarboxylate methyl ester is prepared by epoxidation of 4-cyclohexenecarboxylate methyl ester with peracid.[3]
Properties[]
3,4-Epoxycyclohexanecarboxylate methyl ester has a viscosity of 6 mPa·s.[3]
References[]
- ^ James V. Crivello, Ulrike Varlemann (October 1995). "Mechanistic study of the reactivity of 3,4-epoxycyclohexylmethyl 3′,4′-epoxycyclohexancarboxylate in photoinitiated cationic polymerizations". Journal of Polymer Science Part A: Polymer Chemistry. 33 (14): 2473–2486. doi:10.1002/pola.1995.080331421.
- ^ NORMAN A. NELSON , GEORGE A. MORTIMER (October 1957). "Bicyclo[3.1.0]hexane Derivatives. I. Synthesis of Bicyclo[3.1.0]-2-hexanone and Methyl Bicyclo[3.1.0]hexane-1-carboxylate". The Journal of Organic Chemistry. 22 (10): 1146–1153. doi:10.1021/jo01361a003.
- ^ a b c Pham, Ha Q.; Marks, Maurice J. "Epoxy Resins". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a09_547.pub2.
- ^ US 6201070 "METHOD FOR ENHANCING THE TOUGHNESS OF CYCLOALIPHATIC EPOXIDE-BASED COATINGS."
Categories:
- Carboxylate esters
- Cyclohexanes
- Epoxides
- Methyl esters