3-(2-bromoacetyl)benzonitrile

• ChemBase ID: 40360
• Molecular Formular: C9H6BrNO
• Molecular Mass: 224.05404
• Monoisotopic Mass: 222.96327582
• SMILES: c1(C(=O)CBr)cc(ccc1)C#N
• Canonical SMILES: BrCC(=O)c1cccc(c1)C#N
• InChI: InChI=1S/C9H6BrNO/c10-5-9(12)8-3-1-2-7(4-8)6-11/h1-4H,5H2
• InChIKey: XWCGNFLHRINYCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-bromoacetyl)benzonitrile
• IUPAC Traditional name: 3-(2-bromoacetyl)benzonitrile
• Synonyms: 3-(2-Bromoacetyl)benzenecarbonitrile; 1-(3-Cyanophenyl)-2-bromoethanone; 2-Bromo-1-(3-cyanophenyl)ethanone; 2-Bromo-3'-cyanoacetophenone; 3-(2-Bromoacetyl)benzonitrile; 3-Bromoacetylbenzonitrile; m-Cyanophenacyl Bromide; 3-Cyanophenacyl bromide; 3-(Bromoacetyl)benzonitrile 95%; 3-(2-bromoacetyl)benzonitrile

Database IDs

• CAS Number: 50916-55-7
• MDL Number: MFCD00833267
• PubChem SID: 162045123
• PubChem CID: 2735867

CALCULATED PROPERTIES

• Acid pKa: 15.3112135
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1098287
• LogD (pH = 7.4): 2.1098285
• Log P: 2.1098287
• Molar Refractivity: 49.9191 cm^3
• Polarizability: 18.641775 Å^3
• Polar Surface Area: 40.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-67°C; 70 - 71 °C; 70-71°C
• Hydrophobicity(logP): 1.443

Safety Information

• Storage Warning: Corrosive/Toxic/Light Sensitive; IRRITANT
• TSCA Listed: false

Product Information

• Purity: > 95%; >95%; 95%; 97%

DETAILS

Toronto Research Chemicals - B679265

Used in the study of novel GSK-3 inhibitors as central nervous system agents.

REFERENCES

• Plattner, F., et al.: J. Biol. Chem., 281, 25457 (2006)
• Belani, C., et al.: Cancer Invest., 28, 413 (2006)
• Martinez, A., et al.: J. Alzheimers Dis., 15, 181 (2006)