2-phenylpyridine

• ChemBase ID: 11735
• Molecular Formular: C11H9N
• Molecular Mass: 155.19586
• Monoisotopic Mass: 155.07349929
• SMILES: c1c(cccc1)c1ccccn1
• Canonical SMILES: c1ccc(cc1)c1ccccn1
• InChI: InChI=1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H
• InChIKey: VQGHOUODWALEFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-phenylpyridine
• IUPAC Traditional name: 2-phenylpyridine
• Synonyms: 2-Azabiphenyl; 2-Phenylpyridine; 2-Phenylpyridine; 2-苯基吡啶

Database IDs

• CAS Number: 1008-89-5
• EC Number: 213-763-1
• MDL Number: MFCD00006280
• Beilstein Number: 110445
• PubChem SID: 160975042; 24898402
• PubChem CID: 13887

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.754655
• LogD (pH = 7.4): 2.7882028
• Log P: 2.788649
• Molar Refractivity: 48.6653 cm^3
• Polarizability: 20.54631 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -5°C
• Boiling Point: 268-270 °C(lit.); 268-270°C; 268-270°C
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.086; 1.086 g/mL at 25 °C(lit.)
• Refractive Index: 1.6230; 1.6240; n20/D 1.623(lit.)

Safety Information

• Storage Warning: IRRITANT, IRRITANT-HARMFUL
• RTECS: UT7140900
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C11H9N

DETAILS

Sigma Aldrich - P33402

Packaging
10, 50 g in glass bottle
Application
Versatile synthetic intermediate.1

REFERENCES

• With terminal alkenes in the presence of Wilkinson's catalyst (Chlorotris(triphenylphosphine)rhodium(I), 10468), alkylation occurs in the benzene ring, to give mainly the 2-alkylphenyl derivative, together with some of the 2,6-dialkyl derivative: J. Chem. Soc., Perkin 1, 2201 (1996).