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

• ChemBase ID: 32916
• Molecular Formular: C11H16BNO2
• Molecular Mass: 205.06124
• Monoisotopic Mass: 205.12740916
• SMILES: c1(B2OC(C(O2)(C)C)(C)C)ccncc1
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1ccncc1
• InChI: InChI=1S/C11H16BNO2/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5-8H,1-4H3
• InChIKey: NLTIETZTDSJANS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 181219-01-2
• MDL Number: MFCD01319051
• Beilstein Number: 7919059
• PubChem SID: 24880950; 160996223
• PubChem CID: 2734648

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5880868
• LogD (pH = 7.4): 2.5884948
• Log P: 2.5885
• Molar Refractivity: 53.5562 cm^3
• Polarizability: 23.10252 Å^3
• Polar Surface Area: 31.35 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149-153 °C(lit.); 150-152°C; 153°C; 153-155°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• 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; 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 - 578770

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - P991375

4-Pyridineboronic Acid Pinacol ester is used in dermatological preparations containing antioxidants and boron compounds for preventing damages to skin caused by peroxides.

REFERENCES

• Lamb, D., et al.: Antimicrob. Agents Chemother., 44, 63 (2000)
• Lepesheva, G., et al.: J. Biol. Chem., 285, 1773 (2000)
• Chandrasekar, P., et al.: J. Antimicrob. Chemother., 66, 457 (2000)