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2-Carboxyethyl acrylate

Product Name
2-Carboxyethyl acrylate
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;B-Carboxyethyl acrylate;2-CARBOXYETHYL ACRYLATE;hydracrylicacid,acrylate
CBNumber
CB8481270
Molecular Formula
C6H8O4
Formula Weight
144.13
MOL File
24615-84-7.mol
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2-Carboxyethyl acrylate Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
552348
Product name
2-Carboxyethyl acrylate
Purity
contains 900-1100 ppm MEHQ as inhibitor
Packaging
50ml
Price
$52
Updated
2024/03/01
Sigma-Aldrich
Product number
407585
Product name
2-Carboxyethyl acrylate oligomers
Purity
anhydrous, n=0-3, average MW~170
Packaging
250ml
Price
$175
Updated
2024/03/01
Sigma-Aldrich
Product number
552348
Product name
2-Carboxyethyl acrylate
Purity
contains 900-1100 ppm MEHQ as inhibitor
Packaging
500ml
Price
$209
Updated
2024/03/01
TRC
Product number
C178240
Product name
2-Carboxyethyl acrylate
Packaging
1ml
Price
$40
Updated
2021/12/16
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2-Carboxyethyl acrylate Chemical Properties,Usage,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).

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

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2-Carboxyethyl acrylate Suppliers

Zhengzhou Converging Chemical Co. LTD
Tel
0371-0371-53399770 18037166334
Email
2853031800@qq.com
Country
China
ProdList
3147
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58
Hubei Zhonglong Kangsheng Fine Chemical Co., Ltd.
Tel
027-027-83855385 13407122916
Fax
027-83855385
Email
353799526@qq.com
Country
China
ProdList
2411
Advantage
58
SUMMIT CHEMICAL
Tel
020-82567763 13609796592
Email
summitchem@163.com
Country
China
ProdList
20
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58
Zhongshan Dixin Chemical Co., Ltd
Tel
18620540041 18620540041
Email
1670385794@qq.com
Country
China
ProdList
793
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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PharmaBlock Sciences (Nanjing),Inc.
Tel
025-86918202 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
ProdList
4986
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
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59
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
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64
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View Lastest Price from 2-Carboxyethyl acrylate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
2-Carboxyethyl Acrylate 24615-84-7
Price
US $65.00-20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-31
Qingdao RENAS Polymer Material Co., Ltd.
Product
2-Carboxyethyl acrylate 24615-84-7
Price
US $0.00/kgkg
Min. Order
20kgkg
Purity
≥ 99%
Supply Ability
20 tons
Release date
2024-05-28
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Carboxyethyl acrylate 24615-84-7
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-15

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