(2,4,6-trimethylphenyl)boronic acid

• ChemBase ID: 10568
• Molecular Formular: C9H13BO2
• Molecular Mass: 164.00932
• Monoisotopic Mass: 164.10086006
• SMILES: c1c(cc(c(c1C)B(O)O)C)C
• Canonical SMILES: OB(c1c(C)cc(cc1C)C)O
• InChI: InChI=1S/C9H13BO2/c1-6-4-7(2)9(10(11)12)8(3)5-6/h4-5,11-12H,1-3H3
• InChIKey: BZXQRXJJJUZZAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,4,6-trimethylphenyl)boronic acid
• IUPAC Traditional name: 2,4,6-trimethylphenylboronic acid
• Synonyms: NSC 157832; 2,4,6-Trimethylbenzeneboronic acid; Mesitylene-2-boronic acid; 2,4,6-Trimethylphenylboronic acid; Mesitylboronic acid; 2,4,6-Trimethylphenylboronic acid; 2,4,6-Trimethylbenzeneboronic acid; 2,4,6-Trimethylphenylboronic acid; 2,4,6-Trimethylbenzeneboronic acid; 1,3,5-三甲基苯-2-硼酸; 2,4,6-三甲基苯基硼酸; 2,4,6-三甲基苯硼酸

Database IDs

• CAS Number: 5980-97-2
• MDL Number: MFCD00236060
• Beilstein Number: 2831927
• PubChem SID: 24878598; 160973875
• PubChem CID: 292184

CALCULATED PROPERTIES

• Acid pKa: 8.994747
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.0412617
• LogD (pH = 7.4): 3.030555
• Log P: 3.0414
• Molar Refractivity: 45.7271 cm^3
• Polarizability: 18.831 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-122 °C(lit.); 127-129°C; ca 120-127°C

Safety Information

• Storage Warning: 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%; 97%; 98%
• Linear Formula: C6H2(CH3)3B(OH)2

DETAILS

Sigma Aldrich - 542318

General description
Contains varying amounts of anhydride.
Packaging
5 g in glass bottle
Application
Reactant involved in:
• Cross-coupling with α-bromocarbonyl compounds1 or 2,6-disubstituted bromoarenes2
• Suzuki-Miyaura coupling for synthesis of biphenyl arsine ligands3
• Addition reactions to naphthyridine N-oxides4 or β-aryloxyacrylates5