(2,5-dimethylphenyl)boronic acid

• ChemBase ID: 32607
• Molecular Formular: C8H11BO2
• Molecular Mass: 149.98274
• Monoisotopic Mass: 150.08520999
• SMILES: c1(c(ccc(c1)C)C)B(O)O
• Canonical SMILES: Cc1ccc(c(c1)B(O)O)C
• InChI: InChI=1S/C8H11BO2/c1-6-3-4-7(2)8(5-6)9(10)11/h3-5,10-11H,1-2H3
• InChIKey: OOMZKLJLVGQZGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,5-dimethylphenyl)boronic acid
• IUPAC Traditional name: 2,5-dimethylphenylboronic acid
• Synonyms: 2,5-Dimethylbenzeneboronic acid 97%; 2,5-Dimethylphenylboronic acid; p-Xyleneboronic acid; 2,5-Dimethylphenylboronic acid; (2,5-dimethylphenyl)boronic acid; 2,5-Dimethylphenylboronic acid; 2,5-Dimethylbenzeneboronic acid; 2,5-二甲基苯硼酸

Database IDs

• CAS Number: 85199-06-0
• EC Number: 000-000-0
• MDL Number: MFCD01863525
• Beilstein Number: 3241785
• PubChem SID: 24871899; 160995914
• PubChem CID: 2734347

CALCULATED PROPERTIES

• Acid pKa: 8.837878
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.5740016
• LogD (pH = 7.4): 2.55872
• Log P: 2.5742
• Molar Refractivity: 40.6859 cm^3
• Polarizability: 17.06402 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 186-191 °C(lit.); 186-191°C; ca 180°C
• Hydrophobicity(logP): 2.593

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: 95%; 98%
• Linear Formula: (CH3)2C6H3B(OH)2

DETAILS

Sigma Aldrich - 483516

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Friedel-Crafts alkylation1
• Suzuki-Miyaura coupling2