407208

3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

• 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: 2386-87-0
• Molecular Weight: 252.31
• MDL number: MFCD00440900
• UNSPSC Code: 12162002
• PubChem Substance ID: 24865432
• NACRES: NA.23

Properties

• form: viscous liquid
• Quality Level: 100
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317,H412
• pcodes: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• 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