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3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

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3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate Basic information

Product Name:
3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate
Synonyms:
  • 3,4-epoxycyclohexanecarboxylicacid(3,4-epoxycyclohexylmethyl)ester
  • 3,4-epoxycyclohexanemethyl3,4-epoxycyclohexanecarboxylate
  • 3,4-epoxycyclohexylmethyl3,4-epoxycyclo-hexaneca
  • 7-oxabicyclo(4.1.0)heptane-3-carboxylicacid,7-oxabicyclo(4.1.0)hept-3-ylmethy
  • 7-Oxabicyclo[4,1,0]heptane-3-carboxylicacid,7-oxabicyclo[4,1,0]hept-3-ylmethylester
  • 3,4-Epoxycyclohexylmethyl-3,4-epoxycy-clohexane Carboxylate (JR-HS-21)
  • 7-Oxabicyclo[4.1.0]heptan-3-ylmethyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate
  • 1,2-Epoxycyclohexane-4-carboxylic acid 1,2-epoxycyclohexane-4-ylmethyl ester
CAS:
2386-87-0
MF:
C14H20O4
MW:
252.31
EINECS:
219-207-4
Product Categories:
  • Epoxide Monomers
  • Monomers
  • Polymer Science
Mol File:
2386-87-0.mol
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3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate Chemical Properties

Melting point:
−37 °C(lit.)
Boiling point:
355.49°C (rough estimate)
Density 
1.17 g/mL at 25 °C(lit.)
vapor pressure 
0.002Pa at 25℃
refractive index 
n20/D 1.498(lit.)
Flash point:
245 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Dichloromethane (Slightly)
form 
Oil
pka
4.61±0.20(Predicted)
color 
Colourless
Specific Gravity
1.170
Water Solubility 
13.85g/L at 20.2℃
InChIKey
NHJIDZUQMHKGRE-UHFFFAOYSA-N
LogP
1.34 at 20℃
CAS DataBase Reference
2386-87-0(CAS DataBase Reference)
EPA Substance Registry System
7-Oxabicyclo[4.1.0]heptane-3-carboxylic acid, 7-oxabicyclo[4.1.0]hept-3-ylmethyl ester (2386-87-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
1
RTECS 
RN7750000
HS Code 
29189900
Hazardous Substances Data
2386-87-0(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 4490mg/kg

MSDS

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3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate Usage And Synthesis

Description

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate TTA21S is a pale yellow to colorless transparent liquid. Two package and UV cure formulas use TTA21 to create better crosslinks and enhance adhesion. Each molecule creates high cross-linking due to the dual epoxide functionality, which can react with hydroxyl, carboxyl, or amine groups of polymers in the system. End users take advantage of the UV stability and low viscosity compared to other epoxy resins.

Chemical Properties

Pale yellow to colorless transparent liquid

Uses

This compound can be made by treatment of the corresponding bis-unsaturated ester with peracetic acid. It is used as a reactive diluent, for filament winding, as an acid scavenger, or as a plasticizer. Vapor hazard is slight at ambient temperature because of its moderately high boiling point. Skin contact is to be avoided.

Uses

EEC is an epoxy monomer that can be used as a resin in aerospace, electronics and automobile industries as an adhesive and a composite material.

General Description

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (EEC) is a cycloaliphatic epoxy that 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.

Flammability and Explosibility

Non flammable

Synthesis

128.17kg of 3,4-epoxycyclohexyl-1-methanol, 312.36kg of 3,4-epoxycyclohexyl-1-methyl carboxylate, 9.61kg of tetrabutoxytitanium were added to the 500L reactor, and reacted at 100°C 7 hours (there is no apparent liquid steaming out at this time, sampling GC detection 3,4-epoxycyclohexyl-1-methanol content≤1.0wt%), stop the reaction; The reaction solution is at 500Pa vacuum, 95 vacuum distillation to remove excess Methyl 3,4-epoxycyclohexyl-1-carboxylate, the concentrated solution was distilled by molecular distillation, vacuum distillation at 2Pa, 144°C under reduced pressure to obtain 3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate.

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylateSupplier

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