3-(4-chlorophenyl)-3-oxopropanenitrile

• ChemBase ID: 10252
• Molecular Formular: C9H6ClNO
• Molecular Mass: 179.60304
• Monoisotopic Mass: 179.0137915
• SMILES: c1c(ccc(c1)C(=O)CC#N)Cl
• Canonical SMILES: N#CCC(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C9H6ClNO/c10-8-3-1-7(2-4-8)9(12)5-6-11/h1-4H,5H2
• InChIKey: JYOUFPNYTOFCSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-chlorophenyl)-3-oxopropanenitrile
• IUPAC Traditional name: 3-(4-chlorophenyl)-3-oxopropanenitrile
• Synonyms: 3-(4-chlorophenyl)-3-oxopropanenitrile; 3-(4-Chlorophenyl)-3-oxopropanenitrile; 4-Chloro-β-oxo-benzenepropanenitrile; 3-Oxo-3-(4-chlorophenyl)propionitrile; p-Chloro-2-cyanoacetophenone; p-Chlorophenacyl Cyanide; 4-Chlorobenzoylacetonitrile; 4-Chlorobenzoylacetonitrile; 4-Chlorophenacylcyanide; 4-氯苯甲酰乙腈

Database IDs

• CAS Number: 4640-66-8
• MDL Number: MFCD00051625
• Beilstein Number: 743368
• PubChem SID: 160973559; 24881116
• PubChem CID: 138308

CALCULATED PROPERTIES

• Acid pKa: 8.710724
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0848484
• LogD (pH = 7.4): 2.0644033
• Log P: 2.0851154
• Molar Refractivity: 46.589 cm^3
• Polarizability: 17.634995 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Light Yellow Needles
• Melting Point: 126-129°C; 128-132°C; 128-133°C; 129 - 130 °C; 129-133 °C(lit.); 129-133°C

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT, IRRITANT-HARMFUL
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; 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%; 97%; 98%
• Linear Formula: ClC6H4COCH2CN

DETAILS

Sigma Aldrich - 586374

Packaging
5 g in glass bottle

REFERENCES

• Vicente, E., et al.: Eur. J. Med. Chem., 43, 1903 (2008)
• Romagnoli, R., et al.: J. Med. Chem., 51, 5875 (2008)