Introduction：Basic information about 2-Piperidone CAS 675-20-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Piperidone Basic information
| Product Name: | 2-Piperidone |
| Synonyms: | 2-Piperidinone for synthesis;2-KETOPIPERIDINE;2-AZACYCLOHEXANONE;5-pentanelactam;5-Pentanolactam;Pentanoic acid, 5-amino-, lactam;Piperidon;Piperidone-2 |
| CAS: | 675-20-7 |
| MF: | C5H9NO |
| MW: | 99.13 |
| EINECS: | 211-622-9 |
| Product Categories: | Pharmaceutical Intermediates;Piperidine;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Lactams;Organic Building Blocks;675-20-7 |
| Mol File: | 675-20-7.mol |
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2-Piperidone Chemical Properties
| Melting point | 38-40 °C (lit.) |
| Boiling point | 256 °C (lit.)81-82 °C/0.1 mmHg (lit.) |
| density | 1.073 |
| refractive index | 1.4431 (estimate) |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Low Melting Crystalline Mass |
| color | White to yellow to brown |
| PH | 4.8 (200g/l, H2O, 20℃) |
| explosive limit | 1.5-8.7%(V) |
| Water Solubility | 291 g/L (25 ºC) |
| Sensitive | Hygroscopic |
| BRN | 106434 |
| Stability: | Stable under recommended storage conditions., Stable Under Recommended Storage C |
| InChI | 1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7) |
| InChIKey | XUWHAWMETYGRKB-UHFFFAOYSA-N |
| SMILES | O=C1CCCCN1 |
| CAS DataBase Reference | 675-20-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Piperidinone(675-20-7) |
| EPA Substance Registry System | 2-Piperidone (675-20-7) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37-36/37/38 |
| Safety Statements | 22-24/25-37/39-26-36 |
| WGK Germany | 3 |
| RTECS | TO0110000 |
| F | 3-10 |
| TSCA | TSCA listed |
| HS Code | 29337900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 |
2-Piperidone Usage And Synthesis
| Chemical Properties | white to yellowish low melting crystalline mass |
| Uses | δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition. |
| Definition | ChEBI: 2-Piperidone is a delta-lactam that is piperidine which is substituted by an oxo group at position 2. It has a role as an EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor. It is a member of piperidones and a delta-lactam. |
| Preparation | 2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction. |
| Synthesis Reference(s) | Journal of the American Chemical Society, 102, p. 7629, 1980 DOI: 10.1021/ja00546a001
Tetrahedron Letters, 28, p. 2829, 1987 DOI: 10.1016/S0040-4039(00)96220-8
The Journal of Organic Chemistry, 21, p. 965, 1956 DOI: 10.1021/jo01115a010 |
| Purification Methods | Purify it by repeated fractional distillation.[Cowley J Org Chem 23 1330 1958, Reppe et al. Justus Liebigs Ann Chem 596 198 1955, IR: Huisgen et al. Chem Ber 90 1437 1957.] The hydrochloride has m 183-184o (from isoPrOH or EtOH/Et2O) [Hurd et al. J Org Chem 17 865 1952], and the oxime has m 122.5o (from pet ether) [Behringer & Meier Justus Liebigs Ann Chem 607 67 1957]. The picrate has m 92-93o. [Beilstein 21 H 239, 21 III/IV 3170, 21/6 V 396.] |
2-Piperidone Preparation Products And Raw materials
| Raw materials | 1-Cbz-4-Piperidone-->Benzyl chloroformate-->4-oxopiperidinium chloride |
| Preparation Products | 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one-->1-(2-aminoethyl)piperidin-2-one-->N-Boc-3,4-dihydro-2H-pyridine-->3-Chloropyridin-2-ol-->1-(Trimethylsilyl)piperidine-2-one-->6-ethoxy-2,3,4,5-tetrahydropyridine-->ethyl 2-(2-oxopiperidin-1-yl)acetate-->3-Isoquinolinecarboxamide, 2-[2-(4-chlorophenyl)acetyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-N-methyl-N-[4-(2-oxo-1-piperidinyl)phenyl]-, (3S)- |
