3-(2-chlorophenyl)-3-oxopropanenitrile

• ChemBase ID: 70398
• Molecular Formular: C9H6ClNO
• Molecular Mass: 179.60304
• Monoisotopic Mass: 179.0137915
• SMILES: C(#N)CC(=O)c1c(cccc1)Cl
• Canonical SMILES: N#CCC(=O)c1ccccc1Cl
• InChI: InChI=1S/C9H6ClNO/c10-8-4-2-1-3-7(8)9(12)5-6-11/h1-4H,5H2
• InChIKey: SBSWHTFHLWSSQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-chlorophenyl)-3-oxopropanenitrile
• IUPAC Traditional name: 3-(2-chlorophenyl)-3-oxopropanenitrile
• Synonyms: 2-Chlorobenzoylacetonitrile; 3-(2-Chlorophenyl)-3-oxopropanenitrile; 2-Chloro-β-oxo-benzenepropanenitrile; (o-Chlorobenzoyl)acetonitrile; (2-Chlorophenyl)cyanomethyl Ketone; 3-(2-Chlorophenyl)-3-oxo-propanenitrile; 3-Oxo-3-(2-chlorophenyl)propanenitrile; o-Chloro-ω-cyanoacetophenone; o-Chlorobenzoylacetonitrile; o-Chlorophenacyl Cyanide; 2-Chlorobenzoylacetonitrile; 2-氯苯甲酰乙腈

Database IDs

• CAS Number: 40018-25-5
• MDL Number: MFCD00051624
• Beilstein Number: 2413204
• PubChem SID: 162036117
• PubChem CID: 2734201

CALCULATED PROPERTIES

• Acid pKa: 12.5546
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.0851152
• LogD (pH = 7.4): 2.0851123
• Log P: 2.0851154
• Molar Refractivity: 46.589 cm^3
• Polarizability: 17.646854 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: Yellowish Solid
• Melting Point: 54-58°C

Safety Information

• Storage Warning: IRRITANT; Moisture Sensitive; Toxic/Irritant
• European Hazard Symbols: X
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - C365023

2-Chlorobenzoylacetonitrile is used in the synthesis of Clotiazepam (C587410). Compound commonly found in brown and black hair dyes.

REFERENCES

• van der Klein, P., et al.: J. Med. Chem., 42, 3629 (1999)
• Takayama, K., et al.: Chem. Pharm. Bull., 50, 1050 (1999)
• Romagnoli, R., et al.: Bioorg. Med. Chem. Lett., 16, 5530 (1999)