2-(prop-2-enoxymethyl)oxirane

C6H10O2

CAS106-92-3
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
Danger

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Identification

CAS Number
106-92-3
EC Number
203-442-4
UN Number
2219
Index Number
603-038-00-1
PubChem CID
7838

Physical-chemical properties

Molecular Formula
C6H10O2
Molar Mass
114.14 g/mol
IUPAC Name
2-(prop-2-enoxymethyl)oxirane

Chemical Identifiers

InChI
InChI=1S/C6H10O2/c1-2-3-7-4-6-5-8-6/h2,6H,1,3-5H2
InChI Key
LSWYGACWGAICNM-UHFFFAOYSA-N

Overview

2-(prop-2-enoxymethyl)oxirane (CAS 106-92-3) is a bifunctional organic compound featuring both epoxide and allyl ether reactive groups. This specialized chemical intermediate, also known by its IUPAC designation 2-(prop-2-enoxymethyl)oxirane, represents a unique class of difunctional monomers combining the reactivity of an oxirane ring with an allyl ether functionality. With the molecular formula C6H10O2 and a molecular weight of 114.14 g/mol, this compound exhibits dual reactive sites that make it particularly valuable in polymer chemistry and advanced materials applications. The compound's bifunctional nature allows for complex polymerization reactions and crosslinking processes, distinguishing it from simpler compounds like 2-methoxypropan-1-ol which lacks the dual reactive functionality. Its epoxide group readily undergoes ring-opening reactions with nucleophiles, while the terminal alkene provides additional polymerization opportunities through vinyl chemistry. Safety considerations are paramount when handling 2-(prop-2-enoxymethyl)oxirane, as it carries multiple hazard classifications including flammable liquid category 3, suspected carcinogen category 2, and reproductive toxicity concerns. The compound requires careful storage and handling protocols, with appropriate personal protective equipment mandatory during use. Its ADR class 3 classification necessitates compliance with dangerous goods transportation regulations. Primary industrial applications include its use as a reactive diluent in epoxy resin systems, where it reduces viscosity while participating in the curing process. It also serves as a crosslinking agent in polymer modifications and as an intermediate in the synthesis of specialized coating materials. The aerospace and electronics industries particularly value its ability to impart flexibility and enhanced performance characteristics to thermoset systems. OYSI maintains reliable supply chains for 2-(prop-2-enoxymethyl)oxirane, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Flam. Liq. 3; Carc. 2; Muta. 2; Repr. 2; Acute Tox. 4 *; Acute Tox. 4 *; STOT SE 3; Skin Irrit. 2...

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H351

Suspected of causing cancer.

H341

Suspected of causing genetic defects.

H332

Harmful if inhaled.

H302

Harmful if swallowed.

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H318

Causes serious eye damage.

H317

May cause an allergic skin reaction.

H412

Harmful to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Inhalation

Harmful

Measures if vapours or dust are inhaled

First Aid Actions

  • +P304IF INHALED:
  • +P340Remove person to fresh air and keep comfortable for breathing.
  • +P311Call a POISON CENTER/doctor.

Related hazard statements:

Skin Contact

Irritant

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number2219
ADR Class3
Packing GroupIII
Tunnel CodeD/E
Proper Shipping NameAllylglycidylether
Marine PollutantNo

Frequently Asked Questions

What is 2-(prop-2-enoxymethyl)oxirane?

2-(prop-2-enoxymethyl)oxirane is an organic chemical compound with the molecular formula C6H10O2 and CAS number 106-92-3. This substance belongs to the oxirane family, characterized by a three-membered ring containing oxygen. With a molecular weight of 114.14 g/mol, it presents significant hazards including flammability, carcinogenic potential, mutagenicity, and reproductive toxicity. The compound requires careful handling due to its classification under multiple danger categories and carries the signal word 'Danger' on safety labels.

What are the physicochemical properties of 2-(prop-2-enoxymethyl)oxirane?

2-(prop-2-enoxymethyl)oxirane is a liquid organic compound with a molecular mass of 114.14 g/mol and the formula C6H10O2. As an oxirane derivative, it exhibits typical epoxide reactivity due to the strained three-membered ring structure. The substance is classified as a flammable liquid (Flam. Liq. 3) under GHS classification, indicating moderate flammability. Its chemical structure contains both an oxirane ring and an allyl ether group, contributing to its reactive nature and industrial applications.

What is 2-(prop-2-enoxymethyl)oxirane used for?

2-(prop-2-enoxymethyl)oxirane is primarily used as a reactive diluent and crosslinking agent in epoxy resin systems. The compound serves as a chemical intermediate in polymer synthesis and coating formulations, where its dual functionality (epoxide and allyl groups) provides enhanced curing properties. It finds applications in adhesives, sealants, and composite materials manufacturing. Due to its reactive nature, it's also utilized in specialty chemical synthesis where controlled crosslinking or chain extension is required in industrial processes.

How to handle 2-(prop-2-enoxymethyl)oxirane safely?

2-(prop-2-enoxymethyl)oxirane requires strict safety measures due to its multiple hazard classifications. Personnel must wear appropriate PPE including chemical-resistant gloves, safety goggles, and protective clothing to prevent skin contact and irritation. Work in well-ventilated areas or under fume hoods to avoid inhalation exposure. Due to its carcinogenic, mutagenic, and reproductive toxicity classifications, minimize exposure time and implement engineering controls. Keep away from ignition sources as it's classified as a flammable liquid (Class 3).

How to store 2-(prop-2-enoxymethyl)oxirane correctly?

2-(prop-2-enoxymethyl)oxirane must be stored in a cool, dry, well-ventilated area away from heat sources and ignition points due to its flammable nature (Class 3). Use appropriate containers resistant to chemical attack and ensure proper labeling with GHS pictograms (GHS02, GHS08, GHS07, GHS05). Store separately from incompatible materials and oxidizing agents. Implement temperature control to prevent decomposition and maintain container integrity. Access should be restricted to trained personnel due to the substance's carcinogenic and reproductive toxicity properties.

What to do in case of contact with 2-(prop-2-enoxymethyl)oxirane?

Immediate action is required upon contact with 2-(prop-2-enoxymethyl)oxirane due to its skin irritation and toxicity properties. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. In case of eye contact, flush immediately with water and seek medical attention. If inhaled, move to fresh air and monitor breathing. For ingestion, do not induce vomiting and seek immediate medical care. Always consult the safety data sheet and contact poison control centers when exposure occurs.

How to dispose of 2-(prop-2-enoxymethyl)oxirane properly?

2-(prop-2-enoxymethyl)oxirane must be disposed of according to local and national hazardous waste regulations due to its multiple classifications including carcinogenic and mutagenic properties. The substance requires treatment at licensed hazardous waste facilities capable of handling flammable and toxic materials. Incineration at high temperatures in approved facilities is typically the preferred method. Empty containers must also be handled as hazardous waste. Never dispose of this substance through regular waste streams or sewage systems. Always consult local environmental authorities for specific disposal requirements.

How to transport 2-(prop-2-enoxymethyl)oxirane?

2-(prop-2-enoxymethyl)oxirane is classified under ADR Class 3 (flammable liquids), Packing Group III for transportation purposes. This classification requires specific packaging, labeling, and documentation in accordance with dangerous goods regulations. Vehicles must display appropriate hazard placards and carry emergency response information. Drivers require ADR training certification for Class 3 substances. The packaging must meet UN specifications for Packing Group III liquids and include proper hazard labels. Temperature control during transport may be necessary to maintain product stability.

Is 2-(prop-2-enoxymethyl)oxirane subject to specific regulations?

2-(prop-2-enoxymethyl)oxirane is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. While not currently listed as an SVHC (Substance of Very High Concern), its carcinogenic (Carc. 2), mutagenic (Muta. 2), and reproductive toxicity (Repr. 2) classifications place it under strict regulatory oversight. Users must comply with occupational exposure limits, implement risk management measures, and maintain safety data sheets. Industrial users may require authorization depending on specific applications and exposure scenarios under various national chemical safety frameworks.

Where to buy 2-(prop-2-enoxymethyl)oxirane in Europe?

2-(prop-2-enoxymethyl)oxirane is available through OYSI, a specialized European distributor of industrial chemicals. As a professional chemical supplier, OYSI ensures compliance with REACH regulations and provides proper documentation including safety data sheets and certificates of analysis. The company serves various industries requiring this specialized epoxide compound for polymer applications and chemical synthesis. For procurement, contact OYSI directly to discuss technical specifications, packaging options, and regulatory compliance requirements. Professional handling and logistics expertise ensure safe delivery across European markets.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.