(4-cyano-2-methylphenyl)boronic acid

• ChemBase ID: 141361
• Molecular Formular: C8H8BNO2
• Molecular Mass: 160.96562
• Monoisotopic Mass: 161.0648089
• SMILES: B(c1ccc(cc1C)C#N)(O)O
• Canonical SMILES: N#Cc1ccc(c(c1)C)B(O)O
• InChI: InChI=1S/C8H8BNO2/c1-6-4-7(5-10)2-3-8(6)9(11)12/h2-4,11-12H,1H3
• InChIKey: RGCVYEOTYJCNOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-cyano-2-methylphenyl)boronic acid
• IUPAC Traditional name: 4-cyano-2-methylphenylboronic acid
• Synonyms: (4-Cyano-2-methylphenyl)boronic acid; 2-Methyl-4-cyanophenylboronic acid; 2-METHYL-4-CYANOPHENYLBORONIC ACID; 2-甲基-4-氰基苯硼酸

Database IDs

• CAS Number: 313546-18-8
• MDL Number: MFCD09750473
• PubChem SID: 24885836; 162235595
• PubChem CID: 16218401

CALCULATED PROPERTIES

• Acid pKa: 8.722632
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9217414
• LogD (pH = 7.4): 1.9019226
• Log P: 1.922
• Molar Refractivity: 41.3663 cm^3
• Polarizability: 17.127188 Å^3
• Polar Surface Area: 64.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 287-305 °C

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95%; 98%
• Empirical Formula (Hill Notation): C8H8BNO2

DETAILS

Sigma Aldrich - 685194

General description
May contain varying amounts of anhydride.
Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Reactions with (cyanomethylphenyl)boronic acid1
• Synthesis of oligo-boronic acid receptors with improved structural and electronic properties2
• Syntesis of aminoalkoxybiphenylnitriles for use as histamine-3 receptor ligands3