4-Piperidone
Piperidin-4-one · 4-PIPERIDONE · 4-Oxopiperidine · 4-piperidin · LUBE-013 · γ-Piperidone · 1-yl)acetyl)- · 4-Piperidinon
Identifiers & Physical Properties
| CAS No. | 41661-47-6 |
|---|---|
| Molecular formula | C5H9NO |
| Average molar mass | 99.13 g/mol |
| Monoisotopic mass | 99.06841391 g/mol |
| SMILES | O=C1CCNCC1 |
| InChIKey | VRJHQPZVIGNGMX-UHFFFAOYSA-N |
| PubChem CID | 33721 |
| EC No. | 255-481-1 |
| DTXSID | DTXSID50194488 |
Chemical & Physical Properties
| XLogP | -0.7 |
|---|---|
| Topological polar surface area | 29.1 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 7 |
| Formal charge | 0 |
| Complexity | 72 |
| Boiling point | 175.1±15.0 °C(Predicted) |
| Density | 1.001±0.06 g/cm3(Predicted) |
| pKa (acidity coefficient) | 8.95±0.20(Predicted) |
| Physical state | solid |
| Color | yellow |
| CAS DataBase Reference | 41661-47-6(CAS DataBase Reference) |
| FDA UNII | 15WP1EA7UH |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P271-P261-P280 |
| Risk statements (R) | 11-20/21/22 |
| Safety statements (S) | 16-26-36/37/39 |
| UN transport number | 1993 |
| Hazard class | IRRITANT |
| Customs code | 2914390090 |
Safety & Regulations
| GHS classification | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02) |
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (100%) |
| UN transport number | 1993 |
| Customs code | 2914390090 |
| Risk statements (R) | 11-20/21/22 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Safety statements (S) | 16-26-36/37/39 |
| Hazard class | IRRITANT |
| GHS hazard statements | H315-H319-H335 |
| GHS precautionary statements | P271-P261-P280 |
Applications & Uses
Description
4-Piperidinone is a derivative of piperidine with the molecular formula C5H9NO. 4-Piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs.Piperidones are a class of chemical compounds sharing the piperidone skeleton. A classic named reaction for the synthesis of piperidones is the Petrenko-Kritschenko piperidone synthesis which involves combining an alkyl-1,3-acetonedicarboxylate with benzaldehyde and an amine. This multicomponent reaction is related to the Hantzsch pyridine synthesis.
Uses
4-Piperidone monohydrate hydrochloride was used in the generation of compound libraries based on sub-reactions of an Ugi multicomponent reaction (MCR).