3-aminocyclohex-2-en-1-one

• ChemBase ID: 89150
• Molecular Formular: C6H9NO
• Molecular Mass: 111.14176
• Monoisotopic Mass: 111.06841391
• SMILES: O=C1CCCC(=C1)N
• Canonical SMILES: NC1=CC(=O)CCC1
• InChI: InChI=1S/C6H9NO/c7-5-2-1-3-6(8)4-5/h4H,1-3,7H2
• InChIKey: ZZMRPOAHZITKBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-aminocyclohex-2-en-1-one
• IUPAC Traditional name: 3-aminocyclohex-2-en-1-one
• Synonyms: 1-Amino-3-oxocyclohex-1-ene; 3-Aminocyclohex-2-en-1-one 98%; 3-Amino-2-cyclohexen-1-one; 3-aminocyclohex-2-en-1-one; 3-氨基-2-环己烯-1-酮

Database IDs

• CAS Number: 5220-49-5
• EC Number: 226-014-9
• MDL Number: MFCD00013783
• Beilstein Number: 471354
• PubChem SID: 24854373; 24846090; 162076034
• PubChem CID: 78892

CALCULATED PROPERTIES

• Acid pKa: 19.11001
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.022082483
• LogD (pH = 7.4): 0.022082483
• Log P: 0.022082485
• Molar Refractivity: 33.0445 cm^3
• Polarizability: 12.020745 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 123 - 125°C; 128-133°C(dried); 129-133 °C; 129-133 °C(lit.); 133-135°C
• Hydrophobicity(logP): 0.396

Safety Information

• Storage Warning: Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (NT); 95%; 98% (dry wt.), may cont. up to 5% water; 99%
• Grade: purum
• Linear Formula: H2NC6H7O

DETAILS

Sigma Aldrich - 239372

Packaging
5, 25 g in glass bottle

REFERENCES

• For a review of the chemistry of enaminones, see: Chem. Soc. Rev., 6, 277 (1977).