4-(dihydroxyboranyl)benzoic acid

• ChemBase ID: 2840
• Molecular Formular: C7H7BO4
• Molecular Mass: 165.93908
• Monoisotopic Mass: 166.0437391
• SMILES: OB(O)c1ccc(cc1)C(=O)O
• Canonical SMILES: OB(c1ccc(cc1)C(=O)O)O
• InChI: InChI=1S/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)
• InChIKey: SIAVMDKGVRXFAX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(dihydroxyboranyl)benzoic acid
• IUPAC Traditional name: 4-carboxyphenylboronic acid
• Synonyms: 4-Carboxyphenylboronic Acid; 4-(Dihydroxyboronyl)benzoic acid; 4-Boronobenzoic acid; 4-Carboxybenzeneboronic acid; 4-(dihydroxyboryl)benzoic acid; 4-Carboxybenzeneboronic acid; 4-Carboxylphenylboronic acid; 4-Hydroxycarbonylphenyl boronic acid; NSC 221170; p-Carboxybenzeneboronic acid; p-Carboxyphenylboronic acid; p-Boronobenzoic acid; 4-(Dihydroxyboryl)benzoic acid; 4-Carboxyphenylboronic acid; 4-Carboxyphenylboronic acid; 4-Carboxybenzeneboronic acid; 4-Boronobenzoic acid; 4-(dihydroxyboranyl)benzoic acid; 4-硼酸苯甲酸; 4-羧基苯基硼酸; 4-羧基苯硼酸

Database IDs

• CAS Number: 14047-29-1
• EC Number: 000-000-0
• MDL Number: MFCD00151801
• Beilstein Number: 3031088
• PubChem SID: 24869234; 46505503; 160966288
• PubChem CID: 312183

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.585995
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.7564002
• LogD (pH = 7.4): -2.301376
• Log P: 1.1557
• Molar Refractivity: 37.8597 cm^3
• Polarizability: 15.906028 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.3
• LOG S: -2.15
• Solubility (Water): 1.17e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 218 - 220°C; 220 °C (dec.)(lit.); 220°C; 238-240°C; ca 220°C dec.
• Hydrophobicity(logP): 1.338

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: CY8925000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335-H303
• 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: HO2CC6H4B(OH)2

DETAILS

DrugBank - DB03140

Drug information: experimental

Sigma Aldrich - 456772

Packaging
1, 10 g in glass bottle
Application
Reactant involved in:
• Condensation reactions with stabilizer chains at the surface of polystyrene latex1
• Suzuki coupling reactions2
• Esterification3
• Derivatization of polyvinylamine4
• Synthesis of isotopically labeled mercury5
• Functionalization of poly-SiNW for detection of dopamine6
Reagent used for
• Suzuki-Miyaura cross-coupling
• Induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes
• Bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water
• Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperatureReagent used in Preparation of
• Isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation
• Amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors
• Phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex
• Glucose sensitive boronic acid-bearing block copolymers
• Trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark