3-(diethylboranyl)pyridine

• ChemBase ID: 150328
• Molecular Formular: C9H14BN
• Molecular Mass: 147.02516
• Monoisotopic Mass: 147.12192985
• SMILES: B(CC)(CC)c1cccnc1
• Canonical SMILES: CCB(c1cccnc1)CC
• InChI: InChI=1S/C9H14BN/c1-3-10(4-2)9-6-5-7-11-8-9/h5-8H,3-4H2,1-2H3
• InChIKey: OJKBCQOJVMAHDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(diethylboranyl)pyridine
• IUPAC Traditional name: 3-(diethylboranyl)pyridine
• Synonyms: 3-(Diethylboryl)pyridine; Diethyl(3-pyridyl)borane; DIETHYL(3-PYRIDYL)BORANE; Diethyl(3-pyridinyl)borane; 3-（二乙基硼基）吡啶; 二乙基(3-吡啶基)硼烷

Database IDs

• CAS Number: 89878-14-8
• MDL Number: MFCD00012348
• PubChem SID: 162244489; 24859009
• PubChem CID: 642851

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6859665
• LogD (pH = 7.4): 2.778748
• Log P: 2.7801
• Molar Refractivity: 43.5492 cm^3
• Polarizability: 18.851988 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 172-175 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H14BN

DETAILS

Sigma Aldrich - 316369

Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Preparation of inhibitors of ataxia telangiectasia mutated and Rad3 related (ATR) protein kinase as potential anticancer agents1
• N-Methylation reactions of the pyridyl group2
• Palladium catalyzed amination reactions3
• Intramolecular Heck reactions4
• Coupling reactions5
• Synthesis of trisubstituted pyrimidines from polyhalopyrimidines via Suzuki coupling6