PRODUCTS

ALLYL 2,3-EPOXYPROPYL ETHER

Allyl 2,3-epoxypropyl ether is a stable, colorless, flammable liquid with a pleasant odor.
Allyl 2,3-epoxypropyl ether is incompatible with strong oxidizers agents, acids, and bases.
Allyl 2,3-epoxypropyl ether may form peroxides in storage if in contact with air.

CAS Number: 106-92-3
Molecular Formula: C6H10O2
Molecular Weight: 114.14
EINECS Number: 203-442-4

Synonyms: ALLYL GLYCIDYL ETHER, 106-92-3, Glycidyl allyl ether, Allyl 2,3-epoxypropyl ether, Allylglycidaether, Allil-glicidil-etere, 1,2-Epoxy-3-allyloxypropane, 1-Allyloxy-2,3-epoxypropane, Denacol EX 111, Propane, 1-(allyloxy)-2,3-epoxy-, 1-Allyloxy-2,3-epoxypropan, Ether, allyl 2,3-epoxypropyl, Oxyde d'allyle et de glycidyle, 1-Allilossi-2,3 epossipropano, 1-Allyloxy-2,3-epoxy-propaan, 1-(Allyloxy)-2,3-epoxypropane, Allylglycidaether [German], NCI-C56666, NSC 18596, M 560, CCRIS 2375, HSDB 505, Allil-glicidil-etere [Italian], 2,3-Epoxypropyl-1-allyl ether, Ageflex AGE, Sipomer AGE, Allylglycide ether, EINECS 203-442-4, UN2219, 1-Allyloxy-2,3-epoxypropan [German], 1-Allyloxy-2,3-epoxy-propaan [Dutch], BRN 0105871, [(2-Propenyloxy)methyl]oxirane, Oxyde d'allyle et de glycidyle [French], 1-Allilossi-2,3 epossipropano [Italian], DTXSID9039232, UNII-HDC0791894, AI3-37791, NSC-631, NSC-18596, HDC0791894, 1-Allyl-2,3-epoxypropane, DTXCID6046, Oxirane, 2-((2-propen-1-yloxy)methyl)-, ((ALLYLOXY)METHYL)OXIRANE, [(2-Propenyloxy)methyl] oxirane, EC 203-442-4, 5-17-03-00012 (Beilstein Handbook Reference), ALLYL GLYCIDYL ETHER [HSDB], UN 2219, Oxirane, 2-[(2-propen-1-yloxy)methyl]-, ((2-propenyloxy)methyl)oxirane, [(ALLYLOXY)METHYL]OXIRANE, ALLYLGLYCIDAETHER (GERMAN), ALLIL-GLICIDIL-ETERE (ITALIAN), ((2-PROPENYLOXY)METHYL) OXIRANE, 1-ALLYLOXY-2,3-EPOXYPROPAN (GERMAN), 1-ALLYLOXY-2,3-EPOXY-PROPAAN (DUTCH), 1-ALLILOSSI-2,3 EPOSSIPROPANO (ITALIAN), OXYDE D'ALLYLE ET DE GLYCIDYLE (FRENCH), 1Allyloxy2,3epoxypropane, ALLYL OXIRANEMETHYL ETHER, GLYCIDYL 2-PROPENYL ETHER, (+-)-ALLYL GLYCIDYL ETHER, Allyl glycidyl ether (ACGIH:OSHA), (.+-.)-ALLYL GLYCIDYL ETHER, Propane, 1-(allyloxy)-2,3-epoxy-(8CI), lswygacwgaicnm-uhfffaoysa-n, Oxirane, [(2-propenyloxy)methyl]-, 2-(prop-2-enoxymethyl)oxirane, allylglycidyl ether, Oxirane, ((2-propenyloxy)methyl)-, 2-Allyloxymethyl-oxirane, 2-[(Allyloxy)methyl]oxirane, AGE, Ether,3-epoxypropyl, WLN: T3OTJ B1O2U1, Oxirane,[(2-propenyloxy)methyl]-, 2-((ALLYLOXY)METHYL)OXIRANE, MFCD00005143, Allyl glycidyl ether, 99%, SCHEMBL15162, SCHEMBL736918, Allyl glycidyl ether, >=99%, NSC631, 2-[(Allyloxy)methyl]oxirane #, CHEMBL1528174, (R)-2-[(Allyloxy)methyl]oxirane, NSC18596, Tox21_200389, (+/-)-ALLYL GLYCIDYL ETHER, Allyl 2,3-epoxypropyl ether, 98%, AKOS015901458, AT32916, NCGC00091526-01, NCGC00091526-02, NCGC00257943-01, 90907-93-0, CAS-106-92-3, SY391580, A0221, NS00002883, Allyl glycidyl ether [UN2219] [Flammable liquid], Q2467070, F1995-0410, 95043-56-4, [(2-propenyloxy)methyl]-oxiran, [(2-Propenyloxy)methyl]oxirane, [(2-Propenyloxy)-methyl]oxirane, [(2-propenyloxy)methyl]-Oxirane, 1-(allyloxy)-2,3-epoxy-propan, 1-Allilossi-2,3 epossipropano, 1-allilossi-2,3epossipropano, 1-Allyl-2,3-epoxypropane

Allyl 2,3-epoxypropyl ether is a colorless liquid clycidyl ether with a pleasant odor.
Allyl 2,3-epoxypropyl ether is insoluble in water and less dense than water, therefore can easily float on water.
When ingested or inhaled, Allyl 2,3-epoxypropyl ether is mildly toxic.

Allyl 2,3-epoxypropyl ether is not classified as a human carcinogen.
Allyl 2,3-epoxypropyl ether, also commonly known as Allyl glycidyl ether (AGE), is an organic chemical compound that consists of both an allyl group (a type of hydrocarbon functional group) and an epoxide ring (a three-membered cyclic ether), which together make the molecule highly reactive in a variety of industrial and chemical processes.

Allyl 2,3-epoxypropyl ether appears as a clear, colorless to pale yellow liquid with a sweet, ether-like odor, and it is recognized for its low viscosity, high reactivity, and versatility in synthetic chemistry.
Its molecular formula is C₆H₁₀O₂, and its structure allows it to act as a cross-linking agent, a reactive diluent, and a chemical intermediate in many polymer-based formulations.
Allyl 2,3-epoxypropyl ether clear, colorless, watery, combustible liquid with a strong, pleasant odor.

Allyl 2,3-epoxypropyl ether is an organic compound used in adhesives and sealants and as a monomer for polymerization reactions.
It is formally the condensation product of allyl alcohol and glycidol via an ether linkage.
Because it contains both an alkene and an epoxide group, either group can be reacted selectively to yield a product where the other functional group remains intact for future reactions.

Allyl 2,3-epoxypropyl ether is widely used in the production of epoxy resins, plastics, coatings, adhesives, and elastomers, where it helps enhance flexibility, reduce brittleness, and improve workability of the final material.
The epoxy group in the molecule readily undergoes ring-opening reactions, allowing it to form strong chemical bonds with other compounds, while the allyl group can participate in polymerization reactions, which makes this ether especially valuable in the manufacturing of high-performance synthetic materials.

Allyl 2,3-epoxypropyl ether is prepared commercially by the etherification of allyl alcohol with epichlorohydrin.
Hydrogen chloride, the byproduct of their condensation, is removed with a base.
The synthesis of allyl glycidyl ether by condensation of allyl alcohol and epichlorohydrin Allyl 2,3-epoxypropyl ether can also be synthesized by monoepoxidation of diallyl ether.

The synthesis of allyl glycidyl ether by epoxidation of diallyl ether Diepoxidation of the second alkene would produce diglycidyl ether.
Allyl glycidyl ether is chiral most routes yield a racemic mixture.
Epoxidation using monooxygenase enzyme proceeds enantioselectively.

Allyl 2,3-epoxypropyl ether—also widely known by its industrial name Allyl glycidyl ether (AGE)—is a synthetic organic compound that plays a crucial role in chemical manufacturing due to its dual functionality: it contains both an allyl group (a type of unsaturated hydrocarbon functional group) and a glycidyl (epoxide) group.
This dual reactivity gives the molecule unique chemical behavior, allowing it to participate in a variety of reactions including polymerizations, cross-linking, and addition reactions.

Structurally, Allyl 2,3-epoxypropyl ether is composed of six carbon atoms, ten hydrogen atoms, and two oxygen atoms (C₆H₁₀O₂), with an epoxide ring at one end of the molecule and an allyl ether linkage at the other.
The presence of the strained epoxide ring makes the molecule highly reactive with nucleophiles, enabling it to open easily during chemical reactions.
Meanwhile, the allyl group, being an unsaturated hydrocarbon, is capable of undergoing addition and polymerization reactions.

These chemical features make it a highly valued monomer or comonomer in the production of a wide range of materials.
Allyl 2,3-epoxypropyl ether should be handled only in well-ventilated areas or under exhaust hoods, using proper personal protective equipment (PPE) such as gloves, goggles, and chemical-resistant clothing.

It should be stored in tightly sealed containers, away from heat, sparks, or open flame, and kept separate from strong oxidizers and acids.
Allyl 2,3-epoxypropyl ether remains a valuable tool in modern materials science and industrial chemistry.
However, its use must be carefully managed due to its flammability, toxicity, and environmental persistence.

Melting point: -100 °C
Boiling point: 154 °C(lit.)
Density: 0.962 g/mL at 25 °C(lit.)
vapor density: 3.9 (vs air)
vapor pressure: 4.7 mm Hg ( 25 °C)
refractive index: n20/D 1.433(lit.)
Flash point: 135 °F
storage temp.: Store at <= 20°C.
solubility: 50 g/L (20°C)
form: Liquid
Specific Gravity: 0.962
color: Clear colorless
Water Solubility: 50 g/L (20 ºC)
FreezingPoint: -100
BRN: 105871
Henry's Law Constant: (x 10-6 atm?m3/mol): 3.83 at 20 °C (approximate - calculated from water solubility and vapor pressure)
Exposure limits: NIOSH REL: TWA 5 ppm (22 mg/m3), STEL 10 ppm (44 mg/m3), IDLH 50 ppm, OSHA PEL: ceiling 10 ppm, ACGIH TLV: TWA 5 ppm, STEL 10 ppm.
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, acids, bases. May form peroxides in storage if in contact with air.
InChIKey: LSWYGACWGAICNM-UHFFFAOYSA-N
LogP: 0.45 at 25℃

Allyl 2,3-epoxypropyl ether is manufactured through the condensation of allyl alcohol and epichlorohydrin with subsequent dehydrochlorination with caustic to form the epoxy ring.
Allyl 2,3-epoxypropyl ether reacts violently with oxidizing agents.
Allyl 2,3-epoxypropyl ether is a monoglycidyl derivative, used as a reactive epoxy diluent for epoxy resins.

As an impurity, it was considered to be the sensitizing agent in a plastic industry worker allergic to 3-glycidyloxypropyl trimethoxysilane, an epoxy silane compound used as a fixing additive in silicone and polyurethane
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
All federal, state, and local environmental regulations must be observed.

Allyl 2,3-epoxypropyl ether should be kept stored in a cool, dark, fi reproof area separated from strong oxidants, strong bases, and strong acids.
In industry, Allyl 2,3-epoxypropyl ether is frequently used as a reactive diluent in epoxy resins, where it helps reduce the viscosity of thick resin systems, improving their processing characteristics without sacrificing the cured material’s strength or flexibility.
It is also used as a modifier in polymer chemistry to improve the elasticity, thermal resistance, and chemical durability of various plastics, rubbers, and coatings.

Allyl 2,3-epoxypropyl ether serves as a chemical intermediate in the synthesis of other complex molecules, including surfactants, flame retardants, stabilizers, and specialty resins.
Despite its usefulness, Allyl 2,3-epoxypropyl ether is classified as a hazardous chemical due to its physical and toxicological properties.
It is highly flammable, forming explosive vapors when exposed to air at certain concentrations.

Allyl 2,3-epoxypropyl ether is also harmful if inhaled, swallowed, or absorbed through the skin, and direct contact with the liquid can cause severe skin and eye irritation.
Long-term or repeated exposure may pose even greater health risks, including damage to internal organs, genotoxicity, and potential carcinogenicity, as some animal studies have shown DNA damage and tumor formation after chronic exposure.
These findings have led regulatory agencies to advise caution and strict safety protocols when handling the substance.

As a bifunctional compound, the alkene group or the epoxide group can be reacted selectively to yield a product where the other functional group remains intact for future reactions.
For example, either one of them could be used for linear polymerization, and then the other used for cross-linking.
Radical polymerization of the propylene portion in the presence of methyl acrylate yields a block copolymer with a high epoxide content.

Allyl 2,3-epoxypropyl ether is can be used in the production of polyvinylcaprolactam as a chain transfer agent.
Nucleophilic polymerization of the epoxide groups gives a material that has the same backbone as polyethylene glycol, with allyl-ether side chains.
The additional Lewis basic ether sites alter ion transport in the polymer and also affect the transient inter-chain crosslinking and glass transition temperature in the presence of metal ions.

These properties suggest that the material may have applications as an alternative electrolyte for lithium-ion batteries.
The alkenes can be elaborated into short polyethylene-glycol oligomers to further increase the ion-binding ability and enhance the resulting material properties.

Block copolymers with ethylene oxide form micelles, which could be useful for encapsulating other molecules as part of a drug delivery system.
The alkenes of these macromolecular structures can also be cross-linked via radical polymerization.
Lewis-acid-catalyzed co-polymerisation with carbon dioxide likewise gives a polycarbonate material with allyl side chains that can be further elaborated.

Uses Of Allyl 2,3-epoxypropyl ether:
Allyl 2,3-epoxypropyl ether is utilized in sealants and adhesives.
Allyl 2,3-epoxypropyl ether is also used in the production of polyvinylcaprolactam.
Allyl 2,3-epoxypropyl ether used as a terminal epoxy group in the development of adhesive surfaces by hydrosilylation process.

Allyl 2,3-epoxypropyl ether, ≥99% Cas 106-92-3 - used in the synthesis of polymeric electrolytes for the fabrication of lithium batteries.
Allyl 2,3-epoxypropyl ether is used in adhesives and sealants and as a monomer for various types of polymer preparations.
One of the most common and important uses of Allyl 2,3-epoxypropyl ether is as a reactive diluent in the formulation of epoxy resins, where it serves to reduce the viscosity of the resin system without compromising its mechanical or chemical performance after curing.

Because the molecule contains an epoxide ring, it chemically integrates into the resin matrix during the curing process, making it a permanent part of the polymer network rather than acting as a passive solvent.
This property is especially useful in industries like automotive, aerospace, marine coatings, and electronics, where low-viscosity, high-performance resins are essential.
Due to its dual functionality—having both an allyl group and a glycidyl (epoxide) group—this compound is frequently used in the synthesis of specialty polymers and copolymers, where it introduces flexibility, thermal stability, and chemical resistance to the final material.

Its structure allows it to participate in a wide range of polymerization reactions, including both radical polymerization (through the allyl group) and cationic/anionic ring-opening polymerization (through the epoxide group), making it a highly versatile monomer or comonomer in advanced material applications.
Allyl 2,3-epoxypropyl ether is employed in the production of elastomers, thermosetting plastics, and rubber materials, where its presence enhances the elasticity, impact resistance, and aging stability of the end products.
These materials are commonly used in seals, gaskets, hoses, adhesives, and molded parts, especially in environments where resistance to chemical attack and mechanical wear is critical.

Allyl 2,3-epoxypropyl ether also serves as a valuable chemical intermediate in the synthesis of more complex organic molecules, particularly in the manufacture of pharmaceuticals, agrochemicals, flame retardants, and surfactants.
The reactivity of the epoxide ring allows it to undergo nucleophilic ring-opening reactions with a variety of reagents, leading to a wide range of functionalized products used in research and industry.

In the paint, coatings, and adhesives industries, Allyl 2,3-epoxypropyl ether is added to formulations to improve adhesion to difficult surfaces, increase resistance to water and chemicals, and reduce brittleness in the final cured product.
Its role as a crosslinking agent enhances the mechanical durability and thermal performance of coatings used in construction, automotive refinishing, electronics, and protective finishes.
It is also used in the development of UV-curable and radiation-curable resins, especially in inks, coatings, and optical adhesives.

The presence of the allyl group allows for photopolymerization under UV or electron-beam conditions, while the epoxide group contributes to the final curing and mechanical strength of the film.
In smaller-scale or specialty applications, Allyl glycidyl ether is used as a modifying agent in chemical treatments for textiles and paper products, where it can impart resistance to moisture, chemicals, and aging.
These treated materials are often found in packaging, filtration, and industrial textile products.

Health Hazard Of Allyl 2,3-epoxypropyl ether:
Occupational workers exposed to Allyl 2,3-epoxypropyl ether develop severe symptoms of poisoning that include, but are not limited to, irritation of the eyes, redness, pain, blurred vision, deep skin burns, respiratory system, causes damage of the mucous membranes, dermatitis, burning sensation, shortness of breath, headache, drowsiness, dullness, nausea, vomiting, pulmonary edema, narcosis, possible hematopoietic and reproductive effects.
Acute exposure may cause CNS depression. The major target organs include the eyes, skin, respiratory system, blood, and the reproductive system.

Fire Hazard Of Allyl 2,3-epoxypropyl ether:
Will be easily ignited by heat, sparks or flames.
Vapors may form explosive mixtures with air, vapors may travel to source of ignition and flash back.
Most vapors are heavier than air.

They will spread along ground and collect in low or confined areas (sewers, basements, tanks), vapor explosion hazard indoors, outdoors or in sewers.
Runoff to sewer may create fire or explosion hazard. Containers may explode when heated, many liquids are lighter than water.

Safety Profile Of Allyl 2,3-epoxypropyl ether:
Confirmed animal carcinogen poison by ingestion.
Moderately toxic by inhalation and skin contact, mutation data reported.
A severe skin and eye irritant, can cause central nervous system depression and pulmonary edema.

A flammable liquid when exposed to heat or flame, can react with oxidizing materials, to fight fire, use foam, CO2, dry chemical.When heated to decomposition it emits acrid smoke and irritating fumes.
Allyl 2,3-epoxypropyl ether has an LD50 of 390 mg/kg (mouse, oral) and an LD50 of 1600 mg/kg (rat, oral).

Allyl 2,3-epoxypropyl ether is a highly flammable liquid with a relatively low flash point (approximately 28 °C / 82 °F), which means it can ignite easily at room temperature in the presence of an ignition source.
Its vapors are heavier than air and can travel along surfaces to distant ignition points, leading to flashbacks or explosions in confined or poorly ventilated areas.
When burned, it may produce toxic combustion byproducts, including carbon monoxide and carbon dioxide.

Due to this flammability, it must be stored and handled away from heat, sparks, flames, and oxidizing agents.
Allyl 2,3-epoxypropyl ether is toxic by inhalation, skin contact, and ingestion.
Short-term (acute) exposure may cause severe irritation to the skin, eyes, and respiratory tract.

Contact with the liquid can result in redness, burning, or blistering of the skin, and eye exposure may cause pain, watering, and possible corneal damage.
Inhalation of vapors may lead to coughing, shortness of breath, sore throat, chest pain, or even pulmonary edema (fluid in the lungs) in extreme cases.
Swallowing the chemical can cause gastrointestinal irritation, nausea, vomiting, and systemic toxicity.