(6-formyl-2H-1,3-benzodioxol-5-yl)boronic acid

• ChemBase ID: 74771
• Molecular Formular: C8H7BO5
• Molecular Mass: 193.94918
• Monoisotopic Mass: 194.03865372
• SMILES: O=Cc1cc2c(cc1B(O)O)OCO2
• Canonical SMILES: O=Cc1cc2OCOc2cc1B(O)O
• InChI: InChI=1S/C8H7BO5/c10-3-5-1-7-8(14-4-13-7)2-6(5)9(11)12/h1-3,11-12H,4H2
• InChIKey: AKEPUIJBVDGLMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6-formyl-2H-1,3-benzodioxol-5-yl)boronic acid
• IUPAC Traditional name: 6-formyl-2H-1,3-benzodioxol-5-ylboronic acid
• Synonyms: 2-Formyl-4,5-(methylenedioxy)benzeneboronic acid; 2-FORMYL-4,5-METHYLENEDIOXYPHENYLBORONIC ACID; 2-Formyl-4,5-(methylenedioxy)benzeneboronic acid; 2-Formyl-4,5-methylenedioxyphenylboronic acid; 2-醛基-4,5-(亚甲基二氧)苯硼酸; (2-甲酰基-4,5-亚甲二氧基)苯基硼酸

Database IDs

• CAS Number: 94838-88-7
• MDL Number: MFCD01319005
• PubChem SID: 162039689
• PubChem CID: 2773423

CALCULATED PROPERTIES

• Acid pKa: 8.35873
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.99900246
• LogD (pH = 7.4): 0.9545162
• Log P: 0.9996
• Molar Refractivity: 42.9544 cm^3
• Polarizability: 17.982943 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 231-233°C; 231-233°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 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: ≥95%; 96%; 98%
• Empirical Formula (Hill Notation): C8H7BO5

DETAILS

Sigma Aldrich - 717622

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Enantioselective preparation of indenamines by cationic palladium complex-catalyzed tandem annulation with alkynes1
• Stereoselective preparation of indenol derivatives via cationic palladium complex-catalyzed diastereoselective tandem annulation2
• Synthesis of oxazoline-substituted potassium organotrifluoroborates3
• Preparation of aristolactam analogs as an antitumor agent4
• Suzuki-Miyaura coupling reactions5
• Suzuki and Negishi cross-coupling reactions6