(4-methyl-3-nitrophenyl)boronic acid

• ChemBase ID: 12419
• Molecular Formular: C7H8BNO4
• Molecular Mass: 180.95372
• Monoisotopic Mass: 181.05463814
• SMILES: c1c(c(cc(c1)B(O)O)[N+](=O)[O-])C
• Canonical SMILES: OB(c1ccc(c(c1)[N+](=O)[O-])C)O
• InChI: InChI=1S/C7H8BNO4/c1-5-2-3-6(8(10)11)4-7(5)9(12)13/h2-4,10-11H,1H3
• InChIKey: OASVXBRTNVFKFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methyl-3-nitrophenyl)boronic acid
• IUPAC Traditional name: 4-methyl-3-nitrophenylboronic acid
• Synonyms: 4-Methyl-3-nitrophenylboronic acid; 4-Borono-2-nitrotoluene; 5-Borono-2-methylnitrobenzene; 4-Methyl-3-nitrobenzeneboronic acid 98%; 3-Nitro-4-methylbenzeneboronic acid; 3-Nitro-4-methylphenylboronic acid; 4-Methyl-3-nitrophenylboronic acid; (4-methyl-3-nitrophenyl)boranediol; 4-Methyl-3-nitrophenylboronic acid; 3-Nitro-p-tolylboronic acid; 4-Methyl-3-nitrobenzeneboronic acid; (4-Methyl-3-nitrophenyl)boronic acid; 4-甲基-3-硝基苯硼酸

Database IDs

• CAS Number: 80500-27-2; 143697-03-4
• EC Number: 000-000-0
• MDL Number: MFCD00191550
• Beilstein Number: 3279018
• PubChem SID: 24874207; 160975726
• PubChem CID: 2773515

CALCULATED PROPERTIES

• Acid pKa: 8.529064
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0601962
• LogD (pH = 7.4): 2.0296407
• Log P: 2.0606
• Molar Refractivity: 41.9652 cm^3
• Polarizability: 17.219099 Å^3
• Polar Surface Area: 83.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 249 - 251°C; 260-264°C; 265-270 °C(lit.); ca 250°C
• Hydrophobicity(logP): 1.757

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon; 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: CH3C6H3(NO2)B(OH)2

DETAILS

Sigma Aldrich - 521477

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of inhibitors of lactate dehydrogenase against cancer cell proliferation1
• Suzuki-Miyaura coupling reactions2,3
• Preparation of imidazothiazoles as iodide efflux inhibitors in thyrocytes4