3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

• ChemBase ID: 32817
• Molecular Formular: C11H16BNO2
• Molecular Mass: 205.06124
• Monoisotopic Mass: 205.12740916
• SMILES: c1c(cccn1)B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1cccnc1
• InChI: InChI=1S/C11H16BNO2/c1-10(2)11(3,4)15-12(14-10)9-6-5-7-13-8-9/h5-8H,1-4H3
• InChIKey: XEMDFESAXKSEGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• IUPAC Traditional name: 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• Synonyms: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; Pyridine-3-boronic acid, pinacol ester; 2-(3-Pyridyl)-4,4,5,5-tetramethyl-1,3-dioxaborolane; 4,4,5,5-Tetramethyl-2-(3-pyridinyl)-1,3,2-dioxaborolane; 4,4,5,5-Tetramethyl-2-(3-pyridyl)-1,3,2-dioxaborolane; 4,4,5,5-Tetramethyl-2-(pyridin-3-yl)-1,3,2-dioxaborolane; 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; Pyridine-3-boronic acid pinacol ester; 3-Pyridineboronic acid pinacol ester; 3-Pyridylboronic acid pinacol ester; 3-Pyridineboronic acid pinacol ester; 吡啶-3-硼酸频哪醇酯; 3-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)吡啶; 3-吡啶基硼酸频哪醇酯; 3-吡啶硼酸频哪醇酯

Database IDs

• CAS Number: 329214-79-1
• MDL Number: MFCD03084758
• PubChem SID: 160996124; 24880868
• PubChem CID: 2734656

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5797718
• LogD (pH = 7.4): 2.588389
• Log P: 2.5885
• Molar Refractivity: 53.5562 cm^3
• Polarizability: 23.101847 Å^3
• Polar Surface Area: 31.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-104°C; 102-104.4 °C(lit.); 77-80°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C11H16BNO2

DETAILS

Sigma Aldrich - 576565

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - P991370

3-Pyridineboronic Acid Pinacol Ester is an organoborane compound used in the preparation of of polyazatriaryl ligands by sequential borylation/Suzuki-Miyaura coupling. 3-Pyridineboronic Acid Pinacol Ester is used in the preparation of pyrrolo[2,3-b]pyridi

REFERENCES

• Avitia, B. et al.: Tetrahed. Lett., 52, 1631 (2011)
• Nishiguchi, G.A. et al.: Bioorg. Med. Chem. Lett., 21, 6366 (2011)