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407208

Sigma-Aldrich

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Synonym(s):

3,4-Epoxycyclohexanecarboxylic acid (3′,4′-epoxycyclohexyl)methyl, 3,4-Epoxycyclohexanecarboxylic acid (3,4-epoxycyclohexylmethyl) ester

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About This Item

Empirical Formula (Hill Notation):
C14H20O4
CAS Number:
2386-87-0
Molecular Weight:
252.31
MDL number:
MFCD00440900
UNSPSC Code:
12162002
PubChem Substance ID:
24865432
NACRES:
NA.23

form

viscous liquid

refractive index

n20/D 1.498 (lit.)

mp

−37 °C (lit.)

density

1.17 g/mL at 25 °C (lit.)

SMILES string

O=C(OCC1CCC2OC2C1)C3CCC4OC4C3

InChI

1S/C14H20O4/c15-14(9-2-4-11-13(6-9)18-11)16-7-8-1-3-10-12(5-8)17-10/h8-13H,1-7H2

InChI key

YXALYBMHAYZKAP-UHFFFAOYSA-N

General description

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (EEC) is a chemical compound that belongs to the class of cycloaliphatic epoxy resins. It is commonly used as a reactive diluent or a cross-linking agent in the formulation of epoxy-based materials, such as coatings, adhesives, and composites.

It can be synthesized by the reaction of 3′-cyclohexenylmethyl 3-cyclohexenecarboxylate with peracetic acid. Its aliphatic backbone and molecular structure provide a number of useful properties such as thermal stability, weatherability, and electrical conductivity.

Application

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate can be used as:
  • A reactive diluent or a cross-linking agent in the preparation of flame retardant epoxy composites, which finds application in the electricals, textiles, electronics, and transportation.
  • A monomer in the synthesis of polymeric gels, which can have applications in controlled release systems, drug delivery, or sensors.
EEC can also be used as a resin in aerospace, electronics, and automobile industries as an adhesive and composite material.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H412

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

244.4 °F - closed cup

Flash Point(C)

118 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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