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 an organic epoxide compound with reactive oxirane functionality and allyl ether characteristics. This versatile chemical intermediate belongs to the glycidyl ether family and serves as an important building block in polymer chemistry and specialty chemical synthesis. The compound features both an epoxide ring and an allyl group, providing dual reactive sites that make it particularly valuable for crosslinking applications and chemical modifications. Its molecular structure, with the formula C6H10O2 and molecular weight of 114.14 g/mol, enables participation in various polymerization and curing reactions. From a safety perspective, 2-(prop-2-enoxymethyl)oxirane requires careful handling due to its significant hazard profile. Classified under multiple danger categories including flammable liquid (Class 3), carcinogenic (Category 2), mutagenic (Category 2), and reproductive toxicity (Category 2), this substance demands strict safety protocols. The compound exhibits acute toxicity, skin irritation properties, and specific target organ toxicity, necessitating appropriate personal protective equipment and ventilation systems during handling and storage. Industrial applications primarily focus on epoxy resin modifications, where it functions as a reactive diluent and crosslinking agent. The compound finds use in specialty coatings formulations and as an intermediate in the synthesis of more complex chemical structures. Its dual functionality makes it particularly suitable for applications requiring controlled reactivity and specific mechanical properties. Similar reactive compounds in industrial applications include 2-methoxypropan-1-ol, which serves different but complementary roles in chemical processing. OYSI maintains reliable supply chains for 2-(prop-2-enoxymethyl)oxirane to support 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. It belongs to the epoxide family, characterized by a three-membered ring containing oxygen. With a molecular weight of 114.14 g/mol, this substance is classified as hazardous due to its flammable, carcinogenic, mutagenic, and reproductive toxicity properties, requiring careful handling in industrial applications.

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

2-(prop-2-enoxymethyl)oxirane is a liquid organic compound at room temperature with moderate volatility typical of epoxides. As an epoxide derivative, it exhibits reactive properties due to the strained three-membered ring structure. The compound has a molecular weight of 114.14 g/mol and contains both ether and epoxide functional groups, making it reactive toward nucleophiles and prone to ring-opening reactions under various conditions.

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

2-(prop-2-enoxymethyl)oxirane is primarily used as a reactive intermediate in chemical synthesis and polymer production. Its epoxide functionality makes it valuable for cross-linking reactions, resin formulations, and as a building block for specialty chemicals. The compound serves in manufacturing adhesives, coatings, and composite materials where reactive epoxide groups are required for curing and polymerization processes in industrial applications.

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

2-(prop-2-enoxymethyl)oxirane requires strict safety measures due to its multiple hazard classifications. Workers must wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Given its carcinogenic, mutagenic, and reproductive toxicity potential, minimize skin contact and vapor exposure through proper engineering controls and safe work practices.

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

2-(prop-2-enoxymethyl)oxirane should be stored in a cool, dry, well-ventilated area away from heat sources and ignition sources due to its flammable nature (Class 3). Keep containers tightly sealed to prevent vapor release and contamination. Store separately from strong acids, bases, and oxidizing agents that could cause unwanted reactions. Temperature control is important to maintain stability and prevent decomposition of the epoxide ring structure.

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 toxic and irritating properties. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. In case of eye contact, flush immediately with clean water for 15 minutes. If inhaled, move to fresh air immediately. Seek medical attention promptly in all exposure cases, especially given the substance's carcinogenic and mutagenic potential.

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

2-(prop-2-enoxymethyl)oxirane must be disposed of as hazardous waste according to local and European waste regulations. The substance cannot be discharged into sewers or the environment due to its toxic properties. Disposal should be conducted through licensed hazardous waste management facilities capable of handling carcinogenic and mutagenic substances. Container disposal must follow specific protocols for chemicals with multiple hazard classifications including flammability and toxicity concerns.

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. Shipments must comply with dangerous goods regulations including proper packaging, labeling with appropriate GHS pictogrammes (GHS02, GHS08, GHS07, GHS05), and documentation. Transport vehicles require appropriate placarding and drivers must have hazardous materials training. Special handling procedures apply due to the substance's multiple hazard classifications including carcinogenicity and mutagenicity.

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

2-(prop-2-enoxymethyl)oxirane is subject to comprehensive European chemical regulations under REACH and CLP due to its hazardous properties. The substance carries multiple hazard classifications including carcinogenicity (Carc. 2), mutagenicity (Muta. 2), and reproductive toxicity (Repr. 2), requiring specific risk management measures. While not currently listed as a Substance of Very High Concern (SVHC), its hazard profile means strict occupational exposure limits and safety protocols must be implemented by users.

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

2-(prop-2-enoxymethyl)oxirane is available through OYSI, a specialized European distributor of technical chemicals. As a professional chemical supplier, OYSI provides this regulated substance to qualified industrial customers with appropriate handling capabilities and regulatory compliance. Due to the substance's hazardous nature and regulatory requirements, purchases typically require verification of proper storage, handling facilities, and intended use applications in accordance with European chemical safety regulations.

Data Sources

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