3-(dihydroxyboranyl)-5-nitrobenzoic acid

• ChemBase ID: 32781
• Molecular Formular: C7H6BNO6
• Molecular Mass: 210.93664
• Monoisotopic Mass: 211.02881732
• SMILES: c1(cc(cc(c1)[N+](=O)[O-])C(=O)O)B(O)O
• Canonical SMILES: OB(c1cc(cc(c1)C(=O)O)[N+](=O)[O-])O
• InChI: InChI=1S/C7H6BNO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3,12-13H,(H,10,11)
• InChIKey: WNIFCLWDGNHGMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(dihydroxyboranyl)-5-nitrobenzoic acid
• IUPAC Traditional name: 3-(dihydroxyboranyl)-5-nitrobenzoic acid
• Synonyms: 3-Borono-5-nitrobenzoic acid; 3-Carboxy-5-nitrobenzeneboronic acid; 3-Carboxy-5-nitrophenylboronic acid; (3-Carboxy-5-nitrophenyl)boronic acid; 3-(Dihydroxyboryl)-5-nitrobenzoic acid; 3-Carboxy-5-nitrobenzeneboronic acid; 5-Carboxy-3-nitrobenzeneboronic acid; 3-Carboxy-5-nitrophenylboronic acid; 3-Borono-5-nitrobenzoic acid; 3-Carboxy-5-nitrophenylboronic acid; 3-Carboxy-5-nitrobenzeneboronic acid; 3-羧基-5-硝基苯基硼酸; 5-羧基-3-硝基苯硼酸; 3-羧基-5-硝基苯硼酸; 5-羧基-3-硝基苯硼酸

Database IDs

• CAS Number: 101084-81-5
• MDL Number: MFCD00757433
• PubChem SID: 160996088
• PubChem CID: 2773315

CALCULATED PROPERTIES

• Acid pKa: 3.3609335
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.0211643
• LogD (pH = 7.4): -2.4558458
• Log P: 1.1093
• Molar Refractivity: 44.1802 cm^3
• Polarizability: 17.947392 Å^3
• Polar Surface Area: 120.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 229-232°C; 248-252 °C

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C7H6BNO6

DETAILS

Sigma Aldrich - 721042

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Copper-catalyzed chlorination
• Parallel solid-phase synthesis of azabicyclooctylidenemethylbenzamides as μ- and d-opioid agonistsUsed for:
• Immobilization of glucose oxidase and acetylcholinesterase on boronic acid-activated silica surfaces