688-84-6

Basic information

• Product Name: 2-Ethylhexyl methacrylate
• Synonyms: 2-ethyl-1-hexylmethacrylate;2-Ethylhexyl 2-methylacrylate;2-Ethylhexyl methacryate;2-ethylhexylmethacryate;2-methyl-2-propenoicaci2-ethylhexylester;2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester;2-Propenoicacid,2-methyl-,2-ethylhexylester;methacrylate,2-ethylisohexy
• CAS NO: 688-84-6
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 211-708-6
• Product Categories: Acrylic Monomers;C12 to C63Monomers;Carbonyl Compounds;Esters;Methacrylate;ester series
• Mol File: 688-84-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: -50 °C
• Boiling Point: 218 °C
• Flash Point: 198 °F
• Appearance: Colorless/Liquid
• Density: 0.885 g/mL at 25 °C(lit.)
• Vapor Density: 6.9 (vs air)
• Vapor Pressure: 0.0517mmHg at 25°C
• Refractive Index: n20/D 1.438(lit.)
• Storage Temp.: Store at +2°C to +8°C.
• Solubility: <0.1g/l
• Explosive Limit: 0.6%(V)
• Water Solubility: <0.1 g/L
• Stability: Stable, but may polymerize upon exposure to light. Heat sensitive. Incompatible with strong acids, strong oxidizing agents, stro
• BRN: 1769420
• CAS DataBase Reference: 2-Ethylhexyl methacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethylhexyl methacrylate(688-84-6)
• EPA Substance Registry System: 2-Ethylhexyl methacrylate(688-84-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43-52/53
• Safety Statements: 26-37/39-24-61-36/37-28
• RIDADR: UN 3334
• WGK Germany: 1
• RTECS: OZ4630000
• F: 19
• TSCA: Yes
• Hazardous Substances Data: 688-84-6(Hazardous Substances Data)

Usage

Description

2-Ethylhexyl methacrylate, also known as 2-EHMA, is a colorless liquid that belongs to the class of monomers. It is an ester of methacrylic acid and 2-ethylhexyl alcohol, known for its versatile chemical properties and wide range of applications across different industries.

Uses

Used in Coatings Industry:
2-Ethylhexyl methacrylate is used as a release coating composition for its ability to form a durable and stable coating with excellent release properties. This makes it suitable for various applications, such as in the manufacturing of adhesive tapes, labels, and other products that require a non-stick surface.
Used in Plastics and Rubber Industry:
2-Ethylhexyl methacrylate is used as a monomer in the production of polymers and copolymers, which can be utilized in the plastics and rubber industry. Its incorporation into these materials enhances their properties, such as flexibility, durability, and resistance to various environmental factors.
Used in Dental Industry:
In the dental industry, 2-Ethylhexyl methacrylate is used as a component in the formulation of dental resins and composites. Its presence in these materials contributes to their improved mechanical properties, such as strength and wear resistance, making them suitable for dental restorations and fillings.
Used in Textile Industry:
2-Ethylhexyl methacrylate is used in the textile industry as a component in the production of fibers and fabrics. Its incorporation into these materials can enhance their properties, such as durability, resistance to abrasion, and overall performance in various applications.
Used in Medical Devices:
In the medical device industry, 2-Ethylhexyl methacrylate is used in the development of biocompatible materials for various applications, such as implants, prosthetics, and other medical devices. Its properties, such as biocompatibility and resistance to degradation, make it a valuable component in the development of these devices.
Used in Adhesives and Sealants:
2-Ethylhexyl methacrylate is used as a component in the formulation of adhesives and sealants, where its properties, such as strong bonding and resistance to environmental factors, make it suitable for various applications, including construction, automotive, and packaging industries.

InChI:InChI=1/C12H22O2/c1-5-7-8-11(6-2)9-14-12(13)10(3)4/h11H,3,5-9H2,1-2,4H3/t11-/m1/s1

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 79-41-4 poly(methacrylic acid) 
• 80-62-6 methacrylic acid methyl ester 
• 78-85-3 2-methylpropenal 
• 463-49-0 1,2-propanediene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 35061-61-1 2-ethylhexyl isobutyrate 

Relevant articles and documents

Do ion tethered functional groups affect IL solvent properties? The case of sulfoxides and sulfones

The covalent incorporation of functional groups - specifically sulfoxide and sulfone - into the cation of imidazolium ionic liquids leads to significant, quantifiable changes in solvent parameters which in turn have important effects on the bulk properties of the materials. The Royal Society of Chemistry 2006.

High-contrast fluorescence imaging of tumors in vivo using nanoparticles of amphiphilic brush-like copolymers produced by ROMP

Nanoparticles at work: High-contrast tumor imaging of mice was performed by using copolymers with hydrophobic and hydrophilic polymer brushes that form cross-linked assemblies and show a highly stable core surface in aqueous media (see picture). Cyclic RGD peptides and glucosamine moieties were localized on the surface of the assemblies and acted as targeting agents (TA) that enhanced the accumulation of the assemblies in tumor tissues. Copyright

Process for the conversion of aldehydes to esters

A process for the conversion of aldehydes to esters, specifically acrolein or methacrolein to methyl acrylate or methyl methacrylate, respectively. Essentially in the absence of water, an aldehyde is contacted with an oxidizing agent to form an intermediate and then the intermediate is contacted with a diol or an alcohol to form an ester or diester. Preferably, the oxidizing agent is also a chlorinating agent. Specifically, acrolein or methacrolein is contacted with an oxidizing/chlorinating agent, such as t-butyl hypochlorite, and the chlorinated compound is contacted with an alcohol, such as methanol, to form methyl acrylate or methyl methacrylate, respectively. Generally, the order of addition is for the oxidizing agent to be added to the aldehyde, specifically for t-butyl hypochlorite to be added to acrolein or methacrolein, and for the diol or alcohol to be added to the intermediate, specifically for the methanol to be added to the reaction product of acrolein or methacrolein and t-butyl hypochlorite. The process of the present invention can be carried out in the absence or in the presence of solvent. Generally, better methyl acrylate or methyl methacrylate yields are obtained at lower reaction temperatures.