4-benzylpiperazin-2-one

• ChemBase ID: 89083
• Molecular Formular: C11H14N2O
• Molecular Mass: 190.24166
• Monoisotopic Mass: 190.11061308
• SMILES: N1CCN(Cc2ccccc2)CC1=O
• Canonical SMILES: O=C1NCCN(C1)Cc1ccccc1
• InChI: InChI=1S/C11H14N2O/c14-11-9-13(7-6-12-11)8-10-4-2-1-3-5-10/h1-5H,6-9H2,(H,12,14)
• InChIKey: SBWVHKNCFZRBRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-benzylpiperazin-2-one
• IUPAC Traditional name: 4-benzylpiperazin-2-one
• Synonyms: 1-Benzyl-3-oxopiperazine; 4-Benzylpiperazin-2-one; 1-Benzyl-3-piperazinone; 4-(Phenylmethyl)-2-piperazinone; 1-Benzyl-3-oxopiperazine; 4-(苯基甲基)-2-哌嗪酮; 4-苄基哌嗪-2-酮

Database IDs

• CAS Number: 13754-41-1
• MDL Number: MFCD06795962
• PubChem SID: 24884929; 162075969
• PubChem CID: 11458177

CALCULATED PROPERTIES

• Acid pKa: 14.48886
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.41097355
• LogD (pH = 7.4): 0.58525413
• Log P: 0.6378344
• Molar Refractivity: 55.4352 cm^3
• Polarizability: 21.539593 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148-155 °C; 148-155°C; 148-155°C; 150 - 152°C
• Partition Coefficient: 0.73
• Hydrophobicity(logP): 1.535

Safety Information

• Storage Warning: Harmful/Irritant
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37-60; 26-39
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%
• Empirical Formula (Hill Notation): C11H14N2O

DETAILS

Sigma Aldrich - 667633

Application
Used in a copper-catalyzed amidation of an aryl bromide.1
Packaging
1, 5 g in glass bottle