2-ethylhexyl prop-2-enoate

C11H20O2

CAS103-11-7
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
103-11-7
EC Number
203-080-7
UN Number
Index Number
607-107-00-7
PubChem CID
7636

Physical-chemical properties

Molecular Formula
C11H20O2
Molar Mass
184.27 g/mol
IUPAC Name
2-ethylhexyl prop-2-enoate

Chemical Identifiers

InChI
InChI=1S/C11H20O2/c1-4-7-8-10(5-2)9-13-11(12)6-3/h6,10H,3-5,7-9H2,1-2H3
InChI Key
GOXQRTZXKQZDDN-UHFFFAOYSA-N

Overview

2-ethylhexyl prop-2-enoate (CAS 103-11-7) is an acrylic ester monomer with excellent flexibility and low-temperature performance characteristics. This versatile acrylic monomer, also known by its IUPAC designation 2-ethylhexyl prop-2-enoate, serves as a crucial building block in polymer chemistry and industrial manufacturing. With the molecular formula C11H20O2 and a molecular weight of 184.27 g/mol, this colorless liquid exhibits the typical reactivity of acrylic esters while providing unique performance benefits due to its branched alkyl side chain structure. The compound is classified under European CLP regulation with specific hazard considerations including skin irritation (Skin Irrit. 2), skin sensitization (Skin Sens. 1), and specific target organ toxicity for single exposure (STOT SE 3), requiring appropriate handling precautions and personal protective equipment during industrial use. The GHS07 pictogram and "Warning" signal word indicate moderate hazard levels that are manageable with proper safety protocols. Primary industrial applications include the production of pressure-sensitive adhesives, where its flexibility-enhancing properties are highly valued, and as a comonomer in acrylic polymer synthesis for coatings and sealants. The substance also finds use in the manufacture of impact modifiers for various polymer systems, similar to applications involving other specialized chemical intermediates like 2-methylpropyl 2-(oxiran-2-yl)acetate in epoxy formulations. The long aliphatic side chain of 2-ethylhexyl prop-2-enoate contributes to reduced glass transition temperatures in resulting polymers, making it particularly suitable for applications requiring low-temperature flexibility and enhanced adhesion properties. These characteristics make it indispensable in automotive, construction, and packaging industries where performance under varying environmental conditions is critical. OYSI maintains reliable supply chains for 2-ethylhexyl prop-2-enoate to support European industrial customers' technical polymer and specialty chemical requirements.

Safety & Classification

Warning
Classification:

STOT SE 3; Skin Irrit. 2; Skin Sens. 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H335

May cause respiratory irritation.

H315

Causes skin irritation.

H317

May cause an allergic skin reaction.

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

Irritant

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:

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.

Frequently Asked Questions

What is 2-ethylhexyl prop-2-enoate?

2-ethylhexyl prop-2-enoate is an acrylate ester monomer with the molecular formula C11H20O2 and CAS number 103-11-7. This chemical compound has a molecular weight of 184.27 g/mol and belongs to the family of acrylic esters. It is classified as a hazardous substance with skin irritation and sensitization properties, as well as specific target organ toxicity. The substance requires careful handling due to its classification under GHS07 pictogram with a warning signal word.

What are the physicochemical properties of 2-ethylhexyl prop-2-enoate?

2-ethylhexyl prop-2-enoate is typically a clear to pale yellow liquid at room temperature with a characteristic acrylic odor. As an acrylate ester, it has limited solubility in water but is miscible with most organic solvents and monomers. The compound has a relatively low viscosity and volatility typical of acrylate monomers. Its molecular structure consists of an acrylic acid backbone esterified with 2-ethylhexanol, giving it both reactive vinyl functionality and hydrophobic characteristics.

What is 2-ethylhexyl prop-2-enoate used for?

2-ethylhexyl prop-2-enoate is primarily used as a monomer in the production of acrylic polymers and copolymers. It serves as a key component in manufacturing pressure-sensitive adhesives, coatings, sealants, and elastomers. The compound is widely utilized in the paint and coating industry to improve flexibility, adhesion, and weather resistance. It also finds applications in textile treatments, leather finishing, and as a reactive diluent in UV-curable formulations for printing inks and protective coatings.

How to handle 2-ethylhexyl prop-2-enoate safely?

2-ethylhexyl prop-2-enoate requires careful handling with appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume extraction to minimize inhalation exposure. Avoid direct skin contact as the substance can cause skin irritation and sensitization. Use spark-proof tools and equipment to prevent ignition. Ensure emergency eyewash and shower facilities are readily accessible, and train personnel on proper handling procedures before use.

How to store 2-ethylhexyl prop-2-enoate correctly?

2-ethylhexyl prop-2-enoate should be stored in tightly closed original containers in a cool, dry, well-ventilated area away from heat sources and direct sunlight. Storage temperature should be maintained below 25°C to prevent polymerization. Keep away from oxidizing agents, peroxides, and strong acids which may cause unwanted reactions. Containers should be made of compatible materials such as stainless steel or suitable plastics. Add appropriate inhibitors to prevent spontaneous polymerization during extended storage periods.

What to do in case of contact with 2-ethylhexyl prop-2-enoate?

In case of skin contact with 2-ethylhexyl prop-2-enoate, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush eyes immediately with clean water for at least 15 minutes and seek medical attention. If inhaled, move the person to fresh air and monitor breathing. Remove contaminated clothing and wash before reuse. Seek medical advice if irritation persists or if sensitization symptoms develop after exposure.

How to dispose of 2-ethylhexyl prop-2-enoate appropriately?

2-ethylhexyl prop-2-enoate must be disposed of in accordance with local, national, and European waste regulations. The substance should be treated as hazardous chemical waste and handed over to licensed waste disposal companies. Do not discharge into sewers, watercourses, or soil. Small quantities can be polymerized with appropriate initiators to solidify before disposal. Contaminated packaging should also be disposed of as hazardous waste. Consult local environmental authorities for specific disposal requirements and approved waste treatment facilities.

How to transport 2-ethylhexyl prop-2-enoate?

2-ethylhexyl prop-2-enoate can be transported following standard chemical shipping procedures as it does not have a specific ADR classification. However, proper packaging in UN-approved containers is recommended to prevent leakage and contamination. Transport vehicles should be equipped with appropriate spill control materials and emergency contact information. Ensure transport documentation includes safety data sheets and emergency response procedures. Avoid exposure to extreme temperatures during transit and comply with carrier-specific requirements for chemical shipments.

Is 2-ethylhexyl prop-2-enoate subject to specific regulations?

2-ethylhexyl prop-2-enoate is subject to European REACH regulation and must be registered for commercial use above tonnage thresholds. The substance is classified under CLP regulation with specific hazard classifications (STOT SE 3, Skin Irrit. 2, Skin Sens. 1). It is not currently listed as an SVHC (Substance of Very High Concern). Users must comply with workplace exposure limits and implement appropriate risk management measures. Safety data sheets must be provided to downstream users in accordance with REACH requirements.

Where to buy 2-ethylhexyl prop-2-enoate in Europe?

2-ethylhexyl prop-2-enoate is available through OYSI, a specialized European distributor of technical chemicals and raw materials. OYSI supplies this acrylate monomer to various industries including coatings, adhesives, and polymer manufacturing. As an established chemical distributor, OYSI ensures proper handling, storage, and transportation of the product while providing technical support and regulatory documentation. Contact OYSI directly for availability, specifications, and pricing information for your specific application requirements in the European market.

Data Sources

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