Grundinformationen
- CAS
24615-84-7- Standard-SMILES
C=CC(=O)OCCC(=O)O- InChIKey
CYUZOYPRAQASLN-UHFFFAOYSA-N- Summenformel
- C6H8O4
- Durchschnittliche Molmasse
- 144,12 g/mol
- Monoisotopische Masse
- 144,04225873
Namen und Bezeichner
- Bevorzugter Name
- 2-Carboxyethyl acrylate
- IUPAC
- 3-prop-2-enoyloxypropanoic acid
- Lokaler Name
- 2-Carboxyethylacrylat
- Englischer Name
- 2-Carboxyethyl acrylate
- Summenformel
- C6H8O4
- Molmasse
- 144.13
Namen und Synonyme
2-Carboxyethyl acrylate24615-84-72-Propenoic acid, 2-carboxyethyl ester3-Acryloyloxypropionic acidbeta-Carboxyethyl acrylate2-Carboxyethyl 2-propenoatebeta-(Acryloyloxy)propionic acidDTXSID2027834KM1E1216WRARONIX M 566C 800 (ACRYLATE)DTXCID807834
Weitere Namen anzeigen
B-CEAβ-Carboxyethyl acrylateβ-Carboxyethyl AcrylateL-61045sipomerb-ceaSolvay β-CEAEinecs 246-359-9RARECHEM AL BO 0311
EBECRYL BETA-CEARefChem:4681802-carboxyethyl ester 2-propenoic acid246-359-93-prop-2-enoyloxypropanoic acid3-(acryloyloxy)propanoic acid2-carboxyethylacrylateHydracrylic acid acrylate
Datenbank-Bezeichner
- CAS
24615-84-7- PubChem CID
- 90558
- DTXSID
DTXSID2027834- ChEMBL
CHEMBL3185107- UNII
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,2
- Polarare Oberfläche (TPSA)
- 63,6 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 150
Experimentelle und physikochemische Eigenschaften
Physical DescriptionLiquid
Physikochemische Eigenschaften
- Siedepunkt
- 103 °C/19 · 103 °C/19 mmHg (lit.)
- Dichte
- 1.214 g/mL · 1.214 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.457(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: soluble
- pka
- 3.95 · 3.95±0.10(Predicted)
- PH
- 2.95 · 2.95 (10wt. % in H2O)
- Wasserlöslichkeit
- 2 O: · H2O: soluble
- Merck
- 13 · 13,132
- Kosmetik-Inhaltsstoffe Funktionen
- NAIL CONDITIONING
- InChI
- InChI=1S/C6H8O4/c1-2-6(9)10-4-3-5(7)8/h2H,1,3-4H2,(H,7,8)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 7.1% (55 of 775) of reports.
Danger
H302 (71.2%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (57.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H314 (77.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H315 (14.8%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (73%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H319 (14.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P337+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 775 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 55 of 775 reports by companies.；There are 13 notifications provided by 720 of 775 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Chemical: 2-Propenoic acid, 2-carboxyethyl ester
2-Propenoic acid, 2-carboxyethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-carboxyethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
2-Propenoic acid, 2-carboxyethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Chemie und Industrie
Verwendung und Herstellung
U.S. Production2023: 10,000,000 - <50,000,000 lb；2022: 10,000,000 - <50,000,000 lb；2021: 10,000,000 - <50,000,000 lb；2020: 10,000,000 - <50,000,000 lb
Consumer UsesMonomers
Industry UsesMonomers；Intermediate
General Manufacturing Information
Paint and Coating Manufacturing；All Other Chemical Product and Preparation Manufacturing；Printing and Related Support Activities；Adhesive Manufacturing；Miscellaneous Manufacturing；All Other Basic Organic Chemical Manufacturing
2-Propenoic acid, 2-carboxyethyl ester: ACTIVE
Anwendungen
Verwenden2-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.
Darstellung
synthetischeSynthesis 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
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