(2,4,5-trimethylphenyl)boronic acid

• ChemBase ID: 144662
• Molecular Formular: C9H13BO2
• Molecular Mass: 164.00932
• Monoisotopic Mass: 164.10086006
• SMILES: B(c1cc(c(cc1C)C)C)(O)O
• Canonical SMILES: OB(c1cc(C)c(cc1C)C)O
• InChI: InChI=1S/C9H13BO2/c1-6-4-8(3)9(10(11)12)5-7(6)2/h4-5,11-12H,1-3H3
• InChIKey: NNQHKSYWLLYOHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2,4,5-trimethylphenyl)boronic acid
• IUPAC Traditional name: 2,4,5-trimethylphenylboronic acid
• Synonyms: 2,4,5-Trimethylphenylboronic acid; (2,4,5-Trimethylphenyl)boronic acid; 2,4,5-TRIMETHYLPHENYLBORONIC ACID; 2,4,5-三甲基苯硼酸

Database IDs

• CAS Number: 352534-80-6
• MDL Number: MFCD03427049
• PubChem SID: 162238874; 24878599
• PubChem CID: 5083930

CALCULATED PROPERTIES

• Acid pKa: 8.938465
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.0412426
• LogD (pH = 7.4): 3.0290756
• Log P: 3.0414
• Molar Refractivity: 45.7271 cm^3
• Polarizability: 18.829887 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-190 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%
• Linear Formula: C6H2(CH3)3B(OH)2

DETAILS

Sigma Aldrich - 542326

General description
Contains varying amounts of anhydride.
Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of aryl-substituted cycloalkenecarboxylic acid Me esters with affinity for human dopamine transporter1
• Chan-Lam-Evans-modified Ullmann reaction with nucleobases2