(butan-2-yl)boronic acid

• ChemBase ID: 92631
• Molecular Formular: C4H11BO2
• Molecular Mass: 101.93994
• Monoisotopic Mass: 102.08520999
• SMILES: B(C(CC)C)(O)O
• Canonical SMILES: CCC(B(O)O)C
• InChI: InChI=1S/C4H11BO2/c1-3-4(2)5(6)7/h4,6-7H,3H2,1-2H3
• InChIKey: MACOIFNUPFKZEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (butan-2-yl)boronic acid
• IUPAC Traditional name: sec-butylboronic acid
• Synonyms: 2-Butylboronic acid; 2-Butaneboronic acid; sec-Butylboronic acid; 仲丁基硼酸

Database IDs

• CAS Number: 88496-88-2
• MDL Number: MFCD06656265
• PubChem SID: 162079329
• PubChem CID: 15568382

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.4689895
• LogD (pH = 7.4): 1.4527918
• Log P: 1.4692
• Molar Refractivity: 24.2153 cm^3
• Polarizability: 11.321108 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 8.812031

PROPERTIES

Physical Property

• Melting Point: 85-89 °C

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; 98%
• Empirical Formula (Hill Notation): C4H11BO2

DETAILS

Sigma Aldrich - 687200

General description
May contain varying amounts of anhydride.
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of alkyl- and aryl quinones via silver nitrate-catalyzed coupling with quinones1
• Preparation of arenes by coupling reactions with aryl bromides and chlorides in the presence of palladium complexes of a (pentaphenylferrocenyl)di(tert-butyl)phosphine2