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3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

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Synonym(s):
3,4-Epoxycyclohexanecarboxylic acid (3′,4′-epoxycyclohexyl)methyl, 3,4-Epoxycyclohexanecarboxylic acid (3,4-epoxycyclohexylmethyl) ester
Empirical Formula (Hill Notation):
C14H20O4
CAS Number:
Molecular Weight:
252.31
MDL number:
PubChem Substance ID:
NACRES:
NA.23

form

viscous liquid

Quality Level

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

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This Item
483028802247PHL80440
vibrant-m

483028

3,4-Ethylenedioxythiophene

vibrant-m

PHL80440

Ergocristine

mp

−37 °C (lit.)

mp

-

mp

39-44 °C

mp

155-157 °C (lit.)

form

viscous liquid

form

-

form

solid

form

-

refractive index

n20/D 1.498 (lit.)

refractive index

n20/D 1.5765 (lit.)

refractive index

-

refractive index

-

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

-

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

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

244.4 °F - closed cup

flash_point_c

118 °C - closed cup


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Synthesis and application of epoxy resins: A review
Jin F, et al.
Journal of Industrial and Engineering Chemistry, 29(25), 1-11 (2015)
Investigation of curing kinetics of various cycloaliphatic epoxy resins using dynamic thermal analysis
Yoo MJm et al.
European Polymer Journal, 46(5), 1158-1162 (2010)
In situ synthesis of silver- epoxy nanocomposites by photoinduced electron transfer and cationic polymerization processes
Sangermano M, et al.
Macromolecules, 40(25), 8827-8829 (2007)
Hua Jin et al.
Structure (London, England : 1993), 27(10), 1508-1516 (2019-08-06)
Cyanobacteria are the most abundant photosynthetic microorganisms, the global distribution of which is mainly regulated by the corresponding cyanophages. A systematic screening of water samples in the Lake Chaohu enabled us to isolate a freshwater siphocyanophage that infects Microcystis wesenbergii
J J Schwartz et al.
Nature communications, 10(1), 791-791 (2019-02-17)
Production of objects with varied mechanical properties is challenging for current manufacturing methods. Additive manufacturing could make these multimaterial objects possible, but methods able to achieve multimaterial control along all three axes of printing are limited. Here we report a

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