(2-ethylphenyl)boronic acid

• ChemBase ID: 32708
• Molecular Formular: C8H11BO2
• Molecular Mass: 149.98274
• Monoisotopic Mass: 150.08520999
• SMILES: c1(c(cccc1)CC)B(O)O
• Canonical SMILES: CCc1ccccc1B(O)O
• InChI: InChI=1S/C8H11BO2/c1-2-7-5-3-4-6-8(7)9(10)11/h3-6,10-11H,2H2,1H3
• InChIKey: QSSPYZOSTJDTTL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-ethylphenyl)boronic acid
• IUPAC Traditional name: 2-ethylphenylboronic acid
• Synonyms: 2-Ethylphenylboronic acid; 2-Ethylbenzeneboronic acid; 2-Ethylbenzeneboronic acid; o-Ethylphenylboronic acid; 2-Ethylphenylboronic acid; 2-Ethylphenylboronic acid; 2-Ethylbenzeneboronic acid; 2-乙基苯硼酸

Database IDs

• CAS Number: 90002-36-1
• EC Number: 000-000-0
• MDL Number: MFCD02093075
• Beilstein Number: 2963801
• PubChem SID: 24874212; 160996015
• PubChem CID: 4100862

CALCULATED PROPERTIES

• Acid pKa: 8.808417
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.5030878
• LogD (pH = 7.4): 2.486754
• Log P: 2.5033
• Molar Refractivity: 40.2457 cm^3
• Polarizability: 17.142221 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102.5-107.5 °C(lit.); 96-98°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• 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: 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: 98%; 98+%
• Linear Formula: C2H5C6H4B(OH)2

DETAILS

Sigma Aldrich - 521523

Other Notes
Contains varying amounts of anhydride
Packaging
10 g in glass bottle
Application
Reactant for:
• Palladium-catalyzed cross-coupling1
• Enantioselective Hayashi-Miyaura reaction2
• Pd-catalyzed Suzuki-Miyaura reaction3,4