[2-(2,2-dimethylpropanamido)phenyl]boronic acid

• ChemBase ID: 32579
• Molecular Formular: C11H16BNO3
• Molecular Mass: 221.06064
• Monoisotopic Mass: 221.12232378
• SMILES: c1(c(cccc1)NC(=O)C(C)(C)C)B(O)O
• Canonical SMILES: O=C(C(C)(C)C)Nc1ccccc1B(O)O
• InChI: InChI=1S/C11H16BNO3/c1-11(2,3)10(14)13-9-7-5-4-6-8(9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
• InChIKey: MXRAJVMTCAUABO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(2,2-dimethylpropanamido)phenyl]boronic acid
• IUPAC Traditional name: 2-(2,2-dimethylpropanamido)phenylboronic acid
• Synonyms: 2-Pivalamidophenylboronic acid; 2-(2,2,2-Trimethylacetamido)benzeneboronic acid; 2-(tert-Butylcarbonylamino)phenylboronic acid; [2-(Pivaloylamino)phenyl]boronic Acid; [2-[(2,2-Dimethyl-1-oxopropyl)amino]phenyl]boronic Acid; 2-Pivaloylaminobenzene Boronic Acid; 2-(2,2,2-三甲基乙酰氨基)苯硼酸

Database IDs

• CAS Number: 146140-95-6
• MDL Number: MFCD01114645
• PubChem SID: 160995886
• PubChem CID: 4193502

CALCULATED PROPERTIES

• Acid pKa: 8.493992
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.8205624
• LogD (pH = 7.4): 2.7875338
• Log P: 2.821
• Molar Refractivity: 59.1689 cm^3
• Polarizability: 23.938437 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 268-271°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P280G-P305+P351+P338

Product Information

• Purity: 95%; 98%

DETAILS

Toronto Research Chemicals - P550650

An intermediate for the synthesis of Norharmane as well as DNA intercalating agents.

REFERENCES

• Csanyi, D., et al.: Bioorg. Med. Chem. Lett., 10, 1767 (2000)
• Charifson, P.S., et al.: J. Med. Chem. 51, 5243 (2000)