3,4-Epoxycyclohexanecarboxylate methyl ester

3,4-Epoxycyclohexanecarboxylate methyl ester refers to organic compounds with the formula C₆H₉OCO₂CH₃. These are bifunctional compounds consisting of an ester and cycloaliphatic epoxide groups. It exists as two diastereomers both of which are chiral. These species are of interest in polymer chemistry.

3,4-Epoxycyclohexanecarboxylate methyl ester

Names
Preferred IUPAC name Methyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate
Identifiers
CAS Number	41088-52-2
3D model (JSmol)	Interactive image
ChemSpider	11227215
ECHA InfoCard	100.361.600
PubChem CID	12770164
CompTox Dashboard (EPA)	DTXSID00884680
InChI InChI=1S/C8H12O3/c1-10-8(9)5-2-3-6-7(4-5)11-6/h5-7H,2-4H2,1H3 Key: QCGKUFZYSPBMAY-UHFFFAOYSA-N
SMILES COC(=O)C1CCC2C(C1)O2
Properties
Chemical formula	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

Synthese and reactions

3,4-Epoxycyclohexanecarboxylate methyl ester is prepared by epoxidation of 4-cyclohexenecarboxylate methyl ester with peracid.^[3] It is a crosslinking agent in the production of epoxy resins.^[3][4] 3,4-Epoxycyclohexanecarboxylate methyl ester itself would give a linear polymer when homopolymerized.

Properties

3,4-Epoxycyclohexanecarboxylate methyl ester has a viscosity of 6 mPa·s.^[3]