Basic information
- CAS
27154-43-4- Standard SMILES
O=C1CCCCN1- InChIKey
XUWHAWMETYGRKB-UHFFFAOYSA-N- Molecular formula
- C5H9NO
- Average molar mass
- 99.13 g/mol
- Monoisotopic mass
- 99.06841391
Overview
Piperidin-2-one 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.
Names & identifiers
- Preferred name
- 2-Piperidone
- IUPAC
- piperidin-2-one
- English name
- 2-Piperidone
- Molecular formula
- C5H9NO
- Molecular weight
- 99.13
Names & synonyms
2-Piperidonepiperidin-2-one675-20-7DELTA-VALEROLACTAM2-Piperidinone5-PentanolactamValerolactimPiperidonalpha-PiperidonePiperidone-22-oxopiperidineWLN0GQQ6EK
Show more names
VALEROLACTAM5-Aminovaleric acid lactamD-VALEROLACTAM6-VALEROLACTAM
NSC-2305DTXSID1060976NSC-18894CHEBI:77761RefChem:910229DTXCID7044897211-622-9Piperidinone
Database identifiers
- CAS
27154-43-4、675-20-7- PubChem CID
- 12665
- DTXSID
DTXSID1060976- ChEMBL
CHEMBL12193- ChEBI
CHEBI:77761- UNII
- WLN0GQQ6EK
- EC Number
- 211-622-9
- Nikkaji
- J7.090D
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 29.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 80.1
Experimental & physicochemical properties
PolymersPlastics & Rubber -> Other Monomers
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP-0.46
Solubility291 mg/mL at 25 °C
Melting Point39.5 °C
Physical Description
White or off-white crystalline solid; [Alfa Aesar MSDS]
Solid
Physicochemical properties
- Melting point
- 38 · 38-40 °C (lit.)
- Boiling point
- 256 °C · 256 °C (lit.) 81-82 °C/0.1 mmHg (lit.)
- Density
- 1.073 · 1.073
- refractive index
- 1.4431 · 1.4431 (estimate)
- Flash point
- 230 °F · >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 · 4.8 (200g/l, H2O, 20℃)
- explosive limit
- 1.5 · 1.5-8.7%(V)
- Water Solubility
- 291 g/L · 291 g/L (25 ºC)
- Sensitive
- Hygroscopic
- BRN
- 106434 · 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 · 675-20-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 0 GQQ6EK · WLN0GQQ6EK
- NIST Chemistry Reference
- 2 · 2-Piperidinone(675-20-7)
- EPA Substance Registry System
- 2 · 2-Piperidone (675-20-7)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37-36/37/38
- Safety Statements
- 22 · 22-24/25-37/39-26-36
- WGK Germany
- 3 · 3
- RTECS
- 110000 · TO0110000
- F
- 3 · 3-10
- TSCA
- TSCA listed
- HS Code
- 29337900 · 29337900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 · Eye Irrit. 2
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 20% (2 of 10) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/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)
Aggregated GHS information provided per 10 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Piperidinone
2-Piperidinone: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses convulsions and cyanosis in acute oral studies of rats; [RTECS] May cause irritation; [Alfa Aesar MSDS] See Caprolactam, 2-Pyrrolidone, and Cyclododecalactam.
Hazard Classes and CategoriesSkin Irrit. 2 (50%)
Safety data
- F
- 3-10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TO0110000
- hs_code
- 29337900
- risk_code
- 36/37-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- Hazard Classifications
- Eye Irrit. 2
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing Information2-Piperidinone: ACTIVE
Applications
Usesδ-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.
Preparation methods
Preparation2-Piperidone can be obtained from cyclopentanone as raw material by a two-step reaction.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers1 total
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
Additional notes
DefinitionChEBI: 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.
Related reactions
322 records
Compound notes
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