1-Methyl-4-piperidon
N-METHYL-4-PIPERIDONE · 1-Methyl-piperidin-4-one · 1-METHYL-4-PIPERIDINONE · N-METHYLPIPERIDONE · N-METHYLPIPERIDIN-4-ONE · 1-Methylpiperidine-4-one · N-METHYL-GAMMA-PIPERIDONE · 1-METHYLTETRAHYDROPYRIDIN-4(1H)-ONE
Identifikatoren & physikalische Daten
| CAS No. | 1445-73-4 |
|---|---|
| Summenformel | C6H11NO |
| Durchschnittliche Molmasse | 113,16 g/mol |
| Monoisotopische Masse | 113,08406397 g/mol |
| SMILES | CN1CCC(=O)CC1 |
| InChIKey | HUUPVABNAQUEJW-UHFFFAOYSA-N |
| PubChem CID | 74049 |
| EC No. | 215-895-5 |
| DTXSID | DTXSID20162735 |
| Lokaler Name | 1-Methyl-4-piperidon |
Chemische & physikalische Eigenschaften
| XLogP | -0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 90 |
| Physical Description | Clear dark yellow liquid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 192-193 °C(Solv: ethyl acetate (141-78-6)) |
| Siedepunkt | 55-60 °C11 mm Hg(lit.) |
| Dichte | 0.92 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.460 |
| Flammpunkt | 140 °F |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)MISCIBLE |
| pKa (Säurekonstante) | 8.02±0.20(Predicted) |
| Aggregatzustand | Liquid |
| Wichte | 0.92 |
| Farbe | Clear yellow to orange |
| pH | 12 (100g/l, H2O, 20℃) |
| BRN | 106924 |
| Hauptanwendungen | PFAS testing |
| InChI | 1S/C6H11NO/c1-7-4-2-6(8)3-5-7/h2-5H2,1H3 |
| InChIKey | HUUPVABNAQUEJW-UHFFFAOYSA-N |
| SMILES | CN1CCC(=O)CC1 |
| CAS Datenbank | 1445-73-4(CAS DataBase Reference) |
| NIST chemische Informationen | 4-Piperidinone, 1-methyl-(1445-73-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]H314 (10.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 84 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.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. |
|---|---|
| Regulatorische Informationen | Chemical: 4-Piperidinone, 1-methyl-Status: Active Update: 04-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/225751-Methyl-4-piperidinone: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | May cause irritation[Sigma-Aldrich MSDS] See 1-Benzyl-4-piperidone. |
| Hazard Classes and Categories | Flam. Liq. 3 (100%)Skin Corr. 1B (10.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 1224 3/PG 3 |
| Zollcode | 29333999 |
| R-Sätze (R) | 34-10-36/37/38 |
| Gefahrensymbole | C,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 23-24/25-37/39-26 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
1-Methyl-4-piperidone, are widely used in artificial fibre industry. They are polymerizable and used as nylon precursors. They have excellent applications as solvents and as intermediates for organic synthesis. They are used in the aqueous carrier medium and amide penetrants in inks and water soluble paints.
Herstellung & Synthese
synthetische
[JACS (1948) vol 70 p 1820] for the synthesis of 1-methyl-4-piperidone: To a one-liter flask containing 350 ml of 20 % hydrochloric acid was added 86 g. of 1-methyl-3-carbethoxy-4-piperidone hyrdrochloride. After refluxing for one hour, the ferric chloride reagent gave no coloration. The solution was evaporated to dryness on a steam-bath at 10 mm. pressure. The solid product, heated at 100 °C for 4 hours at 0.1 mm and further dried over solid KOH for 24 hours, weighed 57.7 g, m.p. 80 - 120 °C.Although this melting range goes above that of the pure comound 0.45 of crude material dissolved in 90 ml. of hot acetone gave 0.40 g of pure compoundd melting at 93 - 95 °C. Other samples of crude piperidone hydrochloride showed even higher melting points than the one mentioned above, yet this apperently impure material always gave good yields of sharp melting product when recrystallized.