(2Z)-2-(phenylmethylidene)cyclohexan-1-one

• ChemBase ID: 302344
• Molecular Formular: C13H14O
• Molecular Mass: 186.24966
• Monoisotopic Mass: 186.10446507
• SMILES: c1ccc(cc1)/C=C\1/CCCCC1=O
• Canonical SMILES: O=C1CCCC/C/1=C/c1ccccc1
• InChI: InChI=1S/C13H14O/c14-13-9-5-4-8-12(13)10-11-6-2-1-3-7-11/h1-3,6-7,10H,4-5,8-9H2/b12-10-
• InChIKey: VCDPHYIZVFJQCD-BENRWUELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(phenylmethylidene)cyclohexan-1-one
• IUPAC Traditional name: (2Z)-2-(phenylmethylidene)cyclohexan-1-one
• Synonyms: 2-Benzylidenecyclohexanone; 2-苯亚甲基环己酮

Database IDs

• CAS Number: 5682-83-7
• EC Number: 227-144-9
• MDL Number: MFCD00070483
• Beilstein Number: 638548

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.542641
• LogD (pH = 7.4): 3.542641
• Log P: 3.542641
• Molar Refractivity: 58.3938 cm^3
• Polarizability: 22.42665 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 53-55°C
• Boiling Point: 180-184°C/14mm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

REFERENCES

• Undergoes conjugate addition with Ethyl nitroacetate, A14433. The resulting -nitroketone can be reductively cyclized to a pyrrole derivative: Tetrahedron Lett., 36, 9469 (1995):