24615-84-7

Basic information

• Product Name: 2-CARBOXYETHYL ACRYLATE
• Synonyms: .beta.-Carboxyethylacrylate;2-carboxyethyl2-propenoate;2-Propenoicacid,2-carboxyethylester;beta-(acryloyloxy)propionicacid;beta-carboxyethylacrylate;hydracrylicacid,acrylate;sipomerb-cea;2-CARBOXYETHYL ACRYLATE
• CAS NO: 24615-84-7
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.13
• EINECS: 246-359-9
• Product Categories: monomer;AcrylateCarbonyl Compounds;Acrylic Monomers;C6 to C7;Esters;Monomers;Acrylate
• Mol File: 24615-84-7.mol

Chemical Properties

• Boiling Point: 103 °C19 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.214 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00181mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble
• PKA: 3.95±0.10(Predicted)
• Merck: 13,132
• CAS DataBase Reference: 2-CARBOXYETHYL ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CARBOXYETHYL ACRYLATE(24615-84-7)
• EPA Substance Registry System: 2-CARBOXYETHYL ACRYLATE(24615-84-7)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 23-26-36/37/39-45-36
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• RTECS: UD3325250
• Hazardous Substances Data: 24615-84-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow viscid liquid

Uses

2-Carboxyethyl Acrylate is used in the preparation of DNase enzyme derivatives that act as potent preventative material of bacterial adhesion and biofilm formation in biomaterials.

Application

2-Carboxyethyl acrylate can be polymerized in solution or emulsion to produce acrylic, vinyl acrylic, or styrene acrylic polymers, which are distinguished by their low glass transition temperatures (<30°C) as homopolymers. Greater elasticity, as well as improved adhesion.

Preparation

Synthesis of 1-ethoxyethyl acrylate (EEA) and protected 2-carboxyethyl acrylate (proCEA)EEA and proCEA were synthesized following a previously published procedure and distilled prior to use. For the synthesis of proCEA (Figure 1), phosphoric acid (109 mg, 1.11 mmol) was weighed into a dry round bottom flask in a glovebox and then taken outside the glovebox, taking care that the phosphoric acid stayed dry. 2-Carboxyethyl acrylate (80 g, 555 mmol) and ethyl vinyl ether (48 g, 666 mmol) were added and the reaction was stirred for two days at room temperature. Hydrotalcite (Mg6Al2(OH)16CO3·4H2O, ~1 g) was added, stirred for one hour and filtered off. Excess ethyl vinyl ether was removed under reduced pressure and the product was distilled under reduced pressure (80 °C, 1.3 mbar).Figure 1 Synthesis of proCEA

Hazard

A severe skin irritant.

InChI:InChI=1/C6H8O4/c1-2-6(9)10-4-3-5(7)8/h2H,1,3-4H2,(H,7,8)

Upstream product

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Downstream Products

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Relevant articles and documents

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