2886-87-5

Basic information

• Product Name: 2,3-Epoxy-5-vinylnorbornane
• Synonyms: 2,3-Epoxy-5-vinylnorbornane;3-Vinyl-2,5-methano-7-oxabicyclo[4.1.0]heptane;6-Ethenyl-3-oxatricyclo[3.2.1.02,4]octane;6-Vinyl-3-oxatricyclo[3.2.1.02,4]octane
• CAS NO: 2886-87-5
• Molecular Formula: C9H12 O
• Molecular Weight: 136.191
• Mol File: 2886-87-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 191.7°Cat760mmHg
• Flash Point: 63.4°C
• Appearance: /
• Density: 1.175g/cm³
• Vapor Pressure: 0.706mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 2,3-Epoxy-5-vinylnorbornane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Epoxy-5-vinylnorbornane(2886-87-5)
• EPA Substance Registry System: 2,3-Epoxy-5-vinylnorbornane(2886-87-5)

Safety Data

• Hazardous Substances Data: 2886-87-5(Hazardous Substances Data)

Usage

Description

2,3-Epoxy-5-vinylnorbornane, also known as Glycidylmethacrylate, is a chemical compound with the formula C9H12O2. It is an epoxy functional monomer characterized by its high reactivity and ability to undergo polymerization, forming stable networks of strong and durable polymers. 2,3-Epoxy-5-vinylnorbornane is widely utilized in the production of plastics, adhesives, and coatings, and serves as a crosslinking agent in the synthesis of various copolymers. It can also be used as a reactive diluent in the formulation of epoxy resins. Due to its potential toxicity and harmful effects if ingested or inhaled, careful handling is required.

Uses

Used in Plastics Industry:
2,3-Epoxy-5-vinylnorbornane is used as a monomer for the production of plastics, contributing to the creation of materials with enhanced strength and durability due to its ability to form stable polymer networks.
Used in Adhesives Industry:
In the adhesives industry, 2,3-Epoxy-5-vinylnorbornane is used as a crosslinking agent, which improves the adhesive's bonding properties and overall performance by creating a robust polymer structure.
Used in Coatings Industry:
2,3-Epoxy-5-vinylnorbornane is utilized as a component in coatings to enhance their durability and resistance to various environmental factors, leveraging its high reactivity to form strong polymeric films.
Used in Synthesis of Copolymers:
2,3-Epoxy-5-vinylnorbornane is used as a crosslinking agent in the synthesis of copolymers, enabling the development of materials with tailored properties for specific applications by forming interconnected polymer chains.
Used as a Reactive Diluent in Epoxy Resin Formulation:
In the formulation of epoxy resins, 2,3-Epoxy-5-vinylnorbornane is employed as a reactive diluent, which helps to adjust the viscosity of the resin system while also participating in the curing process to improve the final product's performance.

InChI:InChI=1/C9H12O/c1-2-5-3-6-4-7(5)9-8(6)10-9/h2,5-9H,1,3-4H2

Upstream product

• 3048-64-4 5-vinyl-2-norbornene 
• 2886-88-6 6-epoxyethyl-3-oxatricyclo<3.2.1.0^2,4>octane 
• 3048-64-4 5-vinyl-bicyclo[2.2.1]hept-2-ene 
• 25093-48-5 endo-6-vinylbicyclo<2.2.1>hept-2-ene 

Relevant articles and documents

Oxidative dihydroxylation of alicyclic unsaturated hydrocarbons with vinyl- and norbornene fragments in pseudohomogenic system

Oxidation of alicyclic unsaturated hydrocarbons (4-vinylcyclohexene, 5-vinylnorbornene, 5-cyclohexenylnorbornene, and 5-vinylbicyclooctene) with 30% hydrogen peroxide solutions and percarbamide is studied. Reaction was carried out at 40-70 C in the presence of heterogenized peroxocomplex compounds of molybdenum and tungsten formed "in situ" in the reaction of metal oxohalides with H3PO4, nano-dimensional particles of carbon material, and hydrogen peroxide. Main oxidation products of alicyclic diene hydro-carbons are the corresponding unsaturated epoxides and diols. Depending on the reaction condition their ratio varies in a wide range.

Manganese(III) porphyrin catalysts for the oxidation of terpene derivatives: A comparative study

A comparative study involving four manganese(III) porphyrin catalysts combined with two different oxidants (sodium hypochlorite and potassium monopersulfate) has been performed in the epoxidation of three terpene derivatives. The catalytic oxidation of α-pinene produces selectively 100% of the epoxide or 65% of allylic oxidation products, only by modification of the substituents on the meso-positions of the metalloporphyrin catalyst. The catalytic oxidation of the 5-vinyl-2-norbornene is regio- and stereoselective, producing only the exo-2,3-epoxy-5-vinylnorbornane. With α-terpinene, a conjugated di-olefin, an oxidative dehydrogenation reaction was surprisingly observed, producing p-cymene as a major compound.

Diastereoselective epoxidation of olefins by organo sulfonic peracids, II

We have investigated the behaviour of sulfonic peracids 2 in situ generated towards olefins 7a, 7b, 9, 11, 14, 16, 18, allylic acid and homoallylic alcohols 20, 22, 24, 26, 28, 30, 33 and α,β-unsaturated ketones 35, 37, 39. Generally, the epoxidation proceeds in a peracid-like manner with greater diastereoselectivity than those by common oxidants. In particular, the epoxidation of Δ4 3-ketosteroids 39a-i led to 4α,5α-epoxides 40a-i with remarkable high de-values. Enhanced α-selectivity was also found in the epoxidation of cholesterol 28b. Due to the mild reaction conditions, even acid sensitive epoxides 8a, 8b, 10, 12, 13, 15, 17, 19 were obtained in good yields.