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2-Carboxyethyl acrylate

2-Carboxyethyl acrylate Structure
CAS No.
24615-84-7
Chemical Name:
2-Carboxyethyl acrylate
Synonyms
B-CEA;3-(acryloyloxy)propanoic acid;β-Carboxyethyl acrylate;sipomerb-cea;Solvay β-CEA;Einecs 246-359-9;RARECHEM AL BO 0311;2-CARBOXYETHYL ACRYLATE;B-Carboxyethyl acrylate;hydracrylicacid,acrylate
CBNumber:
CB8481270
Molecular Formula:
C6H8O4
Molecular Weight:
144.13
MOL File:
24615-84-7.mol
MSDS File:
SDS
Modify Date:
2024/5/31 17:33:32

2-Carboxyethyl acrylate Properties

Boiling point 103 °C/19 mmHg (lit.)
Density 1.214 g/mL at 25 °C (lit.)
refractive index n20/D 1.457(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility H2O: soluble
pka 3.95±0.10(Predicted)
PH 2.95 (10wt. % in H2O)
Merck 13,132
InChI InChI=1S/C6H8O4/c1-2-6(9)10-4-3-5(7)8/h2H,1,3-4H2,(H,7,8)
InChIKey CYUZOYPRAQASLN-UHFFFAOYSA-N
SMILES C(OCCC(O)=O)(=O)C=C
LogP 0.600 (est)
EPA Substance Registry System Hydracrylic acid acrylate (24615-84-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
Hazard Codes  C,Xi
Risk 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
HS Code  29161290

2-Carboxyethyl acrylate price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 552348 2-Carboxyethyl acrylate contains 900-1100?ppm MEHQ as inhibitor 24615-84-7 50ML ₹4524.85 2022-06-14 Buy
Sigma-Aldrich(India) 552348 2-Carboxyethyl acrylate contains 900-1100?ppm MEHQ as inhibitor 24615-84-7 500ML ₹14018.38 2022-06-14 Buy
Sigma-Aldrich(India) 407585 2-Carboxyethyl acrylate oligomers anhydrous, n=0-3, average MW~170 117647-40-2 250ML ₹9688.38 2022-06-14 Buy
Product number Packaging Price Buy
552348 50ML ₹4524.85 Buy
552348 500ML ₹14018.38 Buy
407585 250ML ₹9688.38 Buy

2-Carboxyethyl acrylate Chemical Properties,Uses,Production

Description

2-Carboxyethyl acrylate is a highly versatile monomer extensively used to produce diverse polymers. It can be polymerized in solution or emulsion, producing vinyl-acrylic, acrylic, or styrenic-acrylic polymers with greater flexibility due to lower glass transition of itshomopolymer (<30C) and improved adhesion. It finds applications in various polymer production processes, including those geared towards optical applications like optical fibers, optical waveguides, and optical lenses. Moreover, 2-Carboxyethyl acrylate is instrumental in synthesizing polymers used in energy storage applications, such as fuel cells, batteries, and supercapacitors. 2-carboxyethyl acrylate could be used as a new monomer in the gel casting of alumina. This low-toxic, water-soluble monomer modifies the ceramic suspensions' rheological properties and minimizes the oxygen inhibition's negative effect [1-3].

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).
Synthesis of proCEA
Figure 1 Synthesis of proCEA

Hazard

A severe skin irritant.

References

[1] Emilia Pietrzak, Mikolaj Szafran, Paulina Wiecinska. “2-carboxyethyl acrylate as a new monomer preventing negative effect of oxygen inhibition in gelcasting of alumina.” Ceramics International 42 12 (2016): Pages 13682-13688.
[2] Naveed Ullah . “Coupling of carboxymethyl starch with 2-carboxyethyl acrylate: A new sorbent for the wastewater remediation of methylene blue.” Environmental Research 219 (2023): Article 115091.
[3] Amit K. Tripathi, Donald C. Sundberg*, Jenna Vossoughi. “Partitioning of 2-Carboxyethyl Acrylate between Water and Vinyl Monomer Phases Applied to Emulsion Polymerization: Comparisons with Hydroxy Acrylate and Other Vinyl Acid Functional Monomers.” Industrial Engineering Chemistry Research 54 9 (2015): 2447–2452.

2-Carboxyethyl acrylate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 148)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
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Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
Hebei Guanlang Biotechnology Co,.LTD +86-19930503253; +8619930503252 China 5910 58 Inquiry

2-Carboxyethyl acrylate Spectrum

.beta.-Carboxyethylacrylate 2-CARBOXYETHYL ACRYLATE 2-Carboxyethyl acrylate oligomers, n=0-3 2-carboxyethyl acrylate oligomers 3-acryloyloxypropionic acid B-Carboxyethyl acrylate RARECHEM AL BO 0311 Einecs 246-359-9 2-Carboxyethyl acrylate contains 900-1100 ppM MEHQ as inhibitor 2-Carboxyethyl acrylate oligomers anhydrous, n=0-3, average MW~170 beta-(acryloyloxy)propionicacid beta-carboxyethylacrylate hydracrylicacid,acrylate sipomerb-cea 2-carboxyethyl2-propenoate 2-Propenoicacid,2-carboxyethylester 2-CARBOXYETHYL ACRYLATE (Β-CEA) 2-Carboxyethyl acrylate, 99%, stabilized with 1000 ppm MEHQ BETA-CARBOXYETHYL ACRYLATE ,2-Carboxyethyl acrylate 3-prop-2-enoyloxypropanoicaci β-carboxyethyl acrylates TIANFU-CHEM - 2-CARBOXYETHYL ACRYLATE β-Carboxyethyl acrylate B-CEA 3-(acryloyloxy)propanoic acid 3-prop-2-enoyloxypropanoic acid Solvay β-CEA 24615-84-7 C3H3O2C3H4O2nH CH2CHCO2CH22CO2H Esters Organic Building Blocks Carbonyl Compounds C6 to C7 Building Blocks monomer AcrylateCarbonyl Compounds Acrylic Monomers C6 to C7 Esters Monomers Acrylate