2-Ethyl-2-methacryloyloxyadamantane
EAMA · 2-Ethyl-2-adamantyl methacrylate (EADMA) · 2-Ethyladamantan-2-yl methacrylate · EAMA(P) · 2-ETHYL-2-ADAMANTYL METHACRYLA · 2-Methyl-2-adamantylmethacrylat · 2-Ethyl-2-adamantyl methacrylate · 2-Ethyladamant-2-yl methacrylate
Identifikatoren & physikalische Daten
| CAS No. | 209982-56-9 |
|---|---|
| Summenformel | C16H24O2 |
| Durchschnittliche Molmasse | 248,36 g/mol |
| Monoisotopische Masse | 248,17763 g/mol |
| SMILES | C=C(C)C(=O)OC1(CC)C2CC3CC(C2)CC1C3 |
| InChIKey | DCTVCFJTKSQXED-UHFFFAOYSA-N |
| PubChem CID | 9813645 |
| EC No. | 805-827-8 |
| DTXSID | DTXSID60943303 |
Chemische & physikalische Eigenschaften
| XLogP | 4,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 355 |
| Schmelzpunkt | 40 °C |
| Siedepunkt | 318.3±11.0 °C(Predicted) |
| Dichte | 1.04±0.1 g/cm3(Predicted) |
| Lagerbedingungen | <0°C |
| Löslichkeit | soluble in Methanol |
| Aggregatzustand | powder to lump |
| Farbe | White to Almost white |
| InChI | InChI=1S/C16H24O2/c1-4-16(18-15(17)10(2)3)13-6-11-5-12(8-13)9-14(16)7-11/h11-14H,2,4-9H2,1,3H3 |
| InChIKey | DCTVCFJTKSQXED-UHFFFAOYSA-N |
| SMILES | C(OC1(CC)C2CC3CC1CC(C3)C2)(=O)C(C)=C |
| EPA chemische Informationen | 2-Propenoic acid, 2-methyl-, 2-ethyltricyclo[3.3.1.13,7]dec-2-yl ester (209982-56-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%) |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 2933998090 |
Anwendungen & Verwendung
Beschreibung
2-Ethyl-2-adamantyl methacrylate is mainly used in the field of photoresist and is one of the monomers of ArF photoresist. In photoresist, EAdMA has a higher etching rate and its acid reactivity is 2.5 times that of adamantyl methacrylate (MAdMA).
Verwenden
2-Ethyl-2-adamantyl methacrylate is a monomer used in the synthesis of organic compounds.
Herstellung & Synthese
synthetische
The preparation of 2-Ethyl-2-adamantyl methacrylate is as follows:Add 2175ml of n-hexane to the 3L four-necked flask equipped with stirring paddle, condenser tube and thermometer, turn on stirring, add 97g of 2-ethyladamantanol to the system, and slowly add 0.0072g of polymerization inhibitor tetrachlorobenzoquinone to the reaction system , add 72.5g of basic ion exchange resin, adjust pH=7-8, cool down to -10°C, slowly add 72.5g of vinyl methacrylate dropwise to the reaction system, keep the reaction for 6h, monitor the reaction progress, take a sample to detect the reaction is complete After adding 800 ml of water to the reaction system, stirring and extracting the phases, the organic phase was dried, concentrated under reduced pressure and evaporated to dryness to obtain 125 g of 2-ethyl-2-adamantyl methacrylate product with a yield of 93.45%.