N,N-Dimethyl-2-propensäureamid
DIMETHYLACRYLAMIDE · DMAAC · NNDMA · 2-Propenamide, N,N-dimethyl- · N，N-Dimethyl-2-propenamide · N,N-dimethylprop-2-enamide · sipomernndm · sipomernndma
Identifikatoren & physikalische Daten
| CAS No. | 2680-03-7 |
|---|---|
| Summenformel | C5H9NO |
| Durchschnittliche Molmasse | 99,13 g/mol |
| Monoisotopische Masse | 99,06841391 g/mol |
| SMILES | C=CC(=O)N(C)C |
| InChIKey | YLGYACDQVQQZSW-UHFFFAOYSA-N |
| PubChem CID | 17587 |
| EC No. | 220-237-5 |
| DTXSID | DTXSID0051944 |
| Lokaler Name | N,N-Dimethyl-2-propensäureamid |
Chemische & physikalische Eigenschaften
| XLogP | 0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 86,1 |
| Polymers | Plastics & Rubber -> Other Monomers |
| SpringerMaterials Properties | Optical coefficient |
| Food Contact Substances | FCS -> FDA Cumulative Estimated Daily Intake (CEDI) |
| Physical Description | Liquid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 100 °C |
| Siedepunkt | 80-81 °C/20 mmHg (lit.) |
| Dichte | 0.962 g/mL at 25 °C (lit.) |
| Dampfdruck | 65Pa at 20℃ |
| Brechungsindex | n20/D 1.473(lit.) |
| Flammpunkt | 161 °F |
| Lagerbedingungen | 2-8°C(protect from light) |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | -0.77±0.70(Predicted) |
| Farbe | Colorless to Light yellow |
| Löslichkeit | Slightly soluble in water (1.000 g/L at 20°C). |
| BRN | 1742219 |
| InChI | 1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3 |
| InChIKey | YLGYACDQVQQZSW-UHFFFAOYSA-N |
| SMILES | CN(C)C(=O)C=C |
| LogP (Verteilungskoeffizient) | -0.3 at 23℃ |
| CAS Datenbank | 2680-03-7(CAS DataBase Reference) |
| NIST chemische Informationen | 2-propenamide, N,N-dimethyl(2680-03-7) |
| EPA chemische Informationen | 2-Propenamide, N,N-dimethyl- (2680-03-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1.3% (5 of 372) of reports.DangerH301+H311 (18%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oralacute toxicity, dermal]P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P320, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 372 reports by companies from 27 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propenamide, N,N-dimethyl-Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/131662-Propenamide, N,N-dimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Weitere Sicherheitsinformationen | Evaluation - 2-Propenamide, N,N-dimethyl- (dimethylacrylamide) |
| Gefahrenübersicht | A mild eye irritantCauses focal fibrosis in inhalation lethal-concentration studies of ratsCauses altered sleep time, muscle weakness, and irritability in oral and subcutaneous lethal-dose studies of miceCauses somnolence, tremor, and other liver changes in dermal lethal-dose studies of rabbits[RTECS] A mild skin and strong eye irritantToxic by ingestion, inhalation, and skin absorptionTargets the nerves[Sigma-Aldrich MSDS] See Acrylamide. |
| Hazard Classes and Categories | Acute Tox. 3 (82.3%)Flammable liquids - Category 4Acute toxicity (Oral) - Category 4 |
| Protective Action Criteria (PAC) | 0.95 [mg/m3]10 [mg/m3]63 [mg/m3] |
| Toxicity Data | LC50 (rat) > 776 ppm/1hr |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2810 6.1/PG 3 |
| Zollcode | 29211990 |
| RTECS-Nr. | AU3230000 |
| R-Sätze (R) | 21/22-23-36-41 |
| Gefahrensymbole | T,Xn |
| Sicherheitshinweise (S) | 26-36/37-45-36 |
| Gefahrenklasse | 6.1Acute Tox. 3 DermalAcute Tox. 3 OralEye Dam. 1 |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Anwendungen & Verwendung
Beschreibung
N, N-dimethylacrylamide (DMAA) is an easily polymerized, nonionic monomer. The high reactivity and low initiation temperature of DMAA makes it appropriate for copolymerization. Copolymers of DMAA with N, N-dimethyl-N, and N-diallyl ammonium chloride (DMDAAC) can be used as polymeric flocculants for water treatment. The unique structure of DMAA shows amelioration in hydrogels for specific applications. DMAA, along with other hydrogels, has a three-dimensional network structure that is capable of retaining water. In addition, DMAA hydrogel can be applied to remove toxic metal ions from wastewater because of its characteristic properties such as chemical stability and high adsorption capacity. DMAA can also be used for flocculation due to its ability to augment the molecular weight of the copolymers[1].
Verwenden
N,N-Dimethylacrylamide is a useful monomer for synthetic fibers and plastics. It is also used in the synthesis of photoresponsive polymers and copolymers by grafting polysiloxane on the side chain of DMA by homopolymerization or grafting cellulose to form cellulose polymers and copolymerization of methyl methacrylate with DMA or copolymerization of DMA with styrene and butadiene.