2-ethenylpyridine

• ChemBase ID: 87541
• Molecular Formular: C7H7N
• Molecular Mass: 105.13718
• Monoisotopic Mass: 105.05784923
• SMILES: n1c(cccc1)C=C
• Canonical SMILES: C=Cc1ccccn1
• InChI: InChI=1S/C7H7N/c1-2-7-5-3-4-6-8-7/h2-6H,1H2
• InChIKey: KGIGUEBEKRSTEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethenylpyridine
• IUPAC Traditional name: 2-vinylpyridine
• Synonyms: 2-Vinylpyridine; 2VP; 2-Vinylpyridine; 2-乙烯基吡啶; 2-乙烯吡啶

Database IDs

• CAS Number: 100-69-6
• EC Number: 202-879-8
• MDL Number: MFCD00006355
• Beilstein Number: 104505
• PubChem SID: 24848047; 162074581
• PubChem CID: 7521
• Wikipedia Title: 2-Vinylpyridine

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.6400613
• LogD (pH = 7.4): 1.7247332
• Log P: 1.7259365
• Molar Refractivity: 33.1403 cm^3
• Polarizability: 12.9839735 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 27.5 g/L in water
• Apperance: Brown, clear liquid
• Melting Point: -50°C; -50°C; 52 - 54°C
• Boiling Point: 158°C; 159°C; 79-82 °C/29 mmHg(lit.); 79-82°C/29mm
• Flash Point: 118.4 °F; 46°C; 47°C(117°F); 48 °C; 48°C (118.4°F)
• Density: .977 g/cm3; 0.974; 0.975; 0.975 g/mL at 25 °C(lit.)
• Refractive Index: 1.5500; n20/D 1.549; n20/D 1.549(lit.)
• Vapor Pressure: 10 mmHg ( 44.5 °C); 96 hPa (72 mmHg) at 100 °C
• Hydrophobicity(logP): 1.369
• pKa: 4.98
• Viscosity: 1.17 mPas

Safety Information

• Storage Warning: Toxic
• RTECS: UU1040000
• European Hazard Symbols: Toxic (T)
• UN Number: 3073; UN3073
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 10-20-25-34-42/43; 10-21-23/25-34
• Safety Statements: 16-23-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H301-H314-H317-H332; H311-H330-H302-H314-H318-H226
• GHS Precautionary statements: P210-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3073 6.1/PG 2
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥97.0% (GC); 95%; 97%; 97%, stab. with 0.1% 4-tert-butylcatechol
• Grade: technical
• Contains: ~0.1% 4-tert-butylcatechol as stabilizer; 0.1 wt. % p-tert-butylcatechol as inhibitor
• Empirical Formula (Hill Notation): C7H7N

DETAILS

Apollo Scientific Ltd - OR3144

Inhibited with 0.1% 4-tert-Butylcatechol

Sigma Aldrich - 132292

Application
Vinylation of silacyclobutanes with Ni-catalysis leading to geometrically pure (E)-silylolefins.1
Packaging
5, 100, 500 mL in glass bottle

Sigma Aldrich - 95040

Other Notes
Reagent for pyridylethylation - a new protection method for active hydrogen compounds1

REFERENCES

• Reacts with chlorocarbenes, generated photochemically, thermally or with ultrasound to give indolizines in one step: J. Chem. Soc., Chem. Commun., 509 (1994); e.g., chlorophenylcarbene, generated thermally from 3-chloro-3-phenyldiazirine: