(2-formylphenyl)boronic acid

• ChemBase ID: 8353
• Molecular Formular: C7H7BO3
• Molecular Mass: 149.93968
• Monoisotopic Mass: 150.04882448
• SMILES: c1ccc(c(c1)B(O)O)C=O
• Canonical SMILES: O=Cc1ccccc1B(O)O
• InChI: InChI=1S/C7H7BO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5,10-11H
• InChIKey: DGUWACLYDSWXRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-formylphenyl)boronic acid
• IUPAC Traditional name: 2-formylphenylboronic acid
• Synonyms: 2-Formylbenzeneboronic acid; o-Formylbenzeneboronic acid; o-Formylphenylboronic acid; NSC 157839; 2-(Dihydroxyboryl)benzaldehyde; 2-Formylphenylboronic acid; 2-Formylphenylboronic acid; 2-Formylbenzeneboronic acid; 2-Formylphenylboronic acid; 2-Boronobenzaldehyde; 2-Formylbenzeneboronic acid; 2-(二羟基氧硼基)苯甲醛; 2-硼基苯甲醛; 2-甲酰基苯硼酸; 2-甲醛基苯硼酸

Database IDs

• CAS Number: 40138-16-7
• MDL Number: MFCD00151822
• Beilstein Number: 3030776
• PubChem SID: 160971660; 24871372; 24867057
• PubChem CID: 292189

CALCULATED PROPERTIES

• Acid pKa: 8.368991
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3147163
• LogD (pH = 7.4): 1.2712183
• Log P: 1.3153
• Molar Refractivity: 37.1875 cm^3
• Polarizability: 15.433592 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115-118°C; 115-120 °C(lit.); 115-120°C; 123 - 125°C; ca 115-120°C
• Hydrophobicity(logP): 0.948

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 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; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC); ≥95.0%; 95%; 97%; 98%
• Grade: technical
• Linear Formula: HCOC6H4B(OH)2

DETAILS

Sigma Aldrich - 431958

Other Notes
Contains varying amounts of anhydride
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 47744

Other Notes
Contains varying amounts of anhydride

REFERENCES

• Used in combination with (R)- or (S)-1,1'-bi-2-naphthol in a protocol for determining the enantiomeric excess of primary amines by NMR: Org. Lett., 8, 609 (2006).