(propan-2-yl)boronic acid

• ChemBase ID: 92333
• Molecular Formular: C3H9BO2
• Molecular Mass: 87.91336
• Monoisotopic Mass: 88.06955993
• SMILES: B(O)(C(C)C)O
• Canonical SMILES: OB(C(C)C)O
• InChI: InChI=1S/C3H9BO2/c1-3(2)4(5)6/h3,5-6H,1-2H3
• InChIKey: QIPHSSYCQCBJAX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (propan-2-yl)boronic acid
• IUPAC Traditional name: isopropylboronic acid
• Synonyms: (1-Methylethyl)boronic acid; (Propan-2-yl)boronic acid; 2-Propaneboronic acid; Isopropylboronic acid; (Prop-2-yl)boronic acid; Isopropylboronic acid; propan-2-ylboranediol; 异丙基硼酸

Database IDs

• CAS Number: 80041-89-0
• MDL Number: MFCD01319021
• Beilstein Number: 1731883
• PubChem SID: 162079031; 24883609
• PubChem CID: 2734750

CALCULATED PROPERTIES

• Acid pKa: 8.814913
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.0726908
• LogD (pH = 7.4): 1.0565983
• Log P: 1.0729
• Molar Refractivity: 19.6143 cm^3
• Polarizability: 9.482963 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 95-100 °C(lit.); 95-100°C
• Hydrophobicity(logP): 0.524

Safety Information

• Storage Warning: Hygroscopic; Irritant/Hygroscopic/Store under Argon/Store at -20°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 98%
• Linear Formula: (CH3)2CHB(OH)2

DETAILS

Sigma Aldrich - 648787

Other Notes
May contain varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant or reagent involved in:
• Copper-promoted cross-coupling1
• Domino Heck-Suzuki reactions2
• C-H activation for arylations and alkylations3
• Suzuki-Miyaura type couple reactions4
• Alkylation-hydride reduction sequence5