3,4-epoxycyclohexanecarboxylate methyl ester

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Structural formula
Structural formula
Complex mixture of stereoisomers - structural formula without stereochemistry
General
Surname 3,4-epoxycyclohexanecarboxylate methyl ester
other names

Methyl 7-oxabicyclo [4.1.0] heptane-3-carboxylate

Molecular formula C 8 H 12 O 3
Brief description

colorless liquid

External identifiers / databases
CAS number 41088-52-2
PubChem 12770164
Wikidata Q19694319
properties
Molar mass 156.18 g mol −1
boiling point

109.5-110.5 ° C (17 mmHg )

Refractive index

1.4625

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3,4-Epoxycyclohexanecarboxylate methyl ester is a cycloaliphatic epoxide that is added as a monovalent monomer to other monomers in the manufacture of crosslinked epoxy resins . 3,4-epoxycyclohexanecarboxylate methyl ester would itself give a linear polymer in a homopolymerization .

Manufacturing

3,4-Epoxycyclohexanecarboxylate methyl ester is prepared by epoxidizing 4-cyclohexenecarboxylate methyl ester with peracid .

properties

3,4-Epoxycyclohexanecarboxylate methyl ester has a viscosity of 6 mPa.s.

Individual evidence

  1. James V. Crivello, Ulrike Varlemann: Mechanistic study of the reactivity of 3,4-epoxycyclohexylmethyl 3 ′, 4′-epoxycyclohexanecarboxylate in photoinitiated cationic polymerizations . In: Journal of Polymer Science Part A: Polymer Chemistry . 33, No. 14, October 1995, pp. 2473-2486. doi : 10.1002 / pola.1995.080331421 .
  2. a b NORMAN A. NELSON, George A. Mortimer: bicyclo [3.1.0] hexane Derivatives. I. Synthesis of Bicyclo [3.1.0] -2-hexanone and Methyl Bicyclo [3.1.0] hexane-1-carboxylate . In: The Journal of Organic Chemistry . 22, No. 10, October 1957, pp. 1146-1153. doi : 10.1021 / jo01361a003 .
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. a b c Ha Q. Pham, Maurice J. Marks: Epoxy Resins . In: Ullmann's Encyclopedia of Industrial Chemistry . September. doi : 10.1002 / 14356007.a09_547.pub2 .
  5. Patent US6201070 : METHOD FOR ENHANCING THE TOUGHNESS OF CYCLOALIPHATIC EPOXIDE-BASED COATINGS. Published on March 13, 2001 , inventor: Naofumi Kumabe.