pyridine

• ChemBase ID: 74410
• Molecular Formular: C5H5N
• Molecular Mass: 79.0999
• Monoisotopic Mass: 79.04219917
• SMILES: n1ccccc1
• Canonical SMILES: c1cccnc1
• InChI: InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H
• InChIKey: JUJWROOIHBZHMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine; 2,6-dichloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• IUPAC Traditional name: pyridine; 2,6-dichloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• Synonyms: Pyridine, ACS; Pyridine, HPLC Grade; Pyridine, Ultrapure, Spectrophotometric Grade; Pyridine, anhydrous; Pyridine; Pyridine 99%, ACS grade; PYRIDINE, HPLC/SPECTRO GRADE; PYRIDINE, BIO GRADE; PYRIDINE, ACS; Azabenzene; Azine; PYRIDINE; 2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; 吡啶, ACS; 吡啶, HPLC级; 吡啶, 超纯, 光谱级; 吡啶,无水; 吡啶

Database IDs

• CAS Number: 408492-27-3; 110-86-1
• EC Number: 203-809-9
• MDL Number: MFCD00011732
• Beilstein Number: 103233
• Merck Index: 147970
• PubChem SID: 24872901; 162039329; 24845305; 24851123; 24888035; 24862172; 24898700; 24861677; 24888034; 24856420; 24856373; 24885331; 24860378; 24901424
• PubChem CID: 1049
• CHEBI ID: 16227
• CHEMBL: 266158
• Chemspider ID: 1020
• FEMA ID: 2966
• KEGG ID: C00747
• Unique Ingredient Identifier: NH9L3PP67S
• Wikipedia Title: Pyridine
• Council of Europe Number: 604
• Flavis Number: 14.008

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.6230428
• LogD (pH = 7.4): 0.75354445
• Log P: 0.7555734
• Molar Refractivity: 23.9011 cm^3
• Polarizability: 9.4423685 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: in accordance; Miscible in water; Miscible with water, alcohol, ether, pet ether, oils
• Apperance: colorless liquid; Liquid
• Melting Point: -41.6°C; -42 °C (-44 °F); -42 °C(lit.); -42°C; -42°C
• Boiling Point: 114-115°C; 115 °C; 115 °C(lit.); 115.2°C; 115°C; 115-116 °C (239-241 °F)
• Flash Point: 17 °C; 20°C; 20°C(68°F); 21 °C; 62.6 °F
• Auto Ignition Point: 482 °C; 899 °F
• Density: 0.978; 0.978 g/mL at 25 °C(lit.); 0.979; 0.9819 g/mL; 0.982 (water = 1); 0.983 g/mL at 20 °C
• Refractive Index: 1.5093; 1.51; 1.5100; n20/D 1.509(lit.); n20/D 1.510
• Vapor Pressure: 10 mmHg ( 13.2 °C); 18 mmHg; 20 mm Hg at 25 °C; 20 mmHg ( 25 °C)
• Vapor Density: 2.72 (vs air); 2.73 (air = 1)
• Absorption Wavelength: λ: 305 nm Amax: 1.00; λ: 310 nm Amax: 0.5; λ: 315 nm Amax: 0.15; λ: 315 nm Amax: 1.00; λ: 320 nm Amax: 0.3; λ: 330 nm Amax: 0.15; λ: 335 nm Amax: 0.02; λ: 335 nm Amax: 0.05; λ: 340 nm Amax: 0.01; λ: 350 nm Amax: 0.005; λ: 350-400 nm Amax: 0.01
• pKa: 5.25
• Dipole Moment: 2.2 D
• Viscosity: 0.88 cP
• Organoleptic: sour; fishy

Safety Information

• Storage Condition: Room Temperature (15-30°C); Room Temperature (15-30°C), Store Under Nitrogen
• Storage Warning: Highly Flammable/Harmful/Store under Argon
• RTECS: UR8400000
• European Hazard Symbols: Flammable (F); Flammable (F); Harmful (Xn); Nature polluting (N); X; Harmful (Xn)
• UN Number: 1282; UN1282
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 2WE
• Risk Statements: 11-20/21/22; R:11-20/21/22-53; R20 R21 R22 R34 R36 R38
• Safety Statements: 26-28; R; S:26-28-36/37/39-46
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 129
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07
• GHS Signal Word: Danger
• NFPA704:
  

  3

  3

  0
• Explode Limits: 12.4 %
• GHS Hazard statements: H225-H302 + H312 + H332; H225-H302-H312-H332; H225-H311-H302-H332
• GHS Precautionary statements: P210-P241-P303+P361+P353-P302+P352-P403+P235-P501A; P210-P241-P303+P361+P353-P361-P405-P501A; P210-P280
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1282 3/PG 2

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: >99%; ≥99%; ≥99% (GC); ≥99.0%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); ≥99.8% (GC); ≥99.9%; ≥99.9% (GC); 99.0% min; 99.5+%; 99.8%; 99+%
• Grade: absolute; ACS; ACS reagent; analytical standard; analytical standard, for environmental analysis; anhydrous; biotech. grade; CHROMASOLV® Plus; for HPLC; for titration in non-aqueous medium; for UV-spectroscopy; Halal; HPLC; JIS special grade; Kosher; puriss.; puriss. p.a.; purum; REAGENT; ReagentPlus®; SAJ first grade; spectrophotometric grade; standard for residue analysis
• Packaging: packaged under Argon in resealable ChemSeal? bottles
• Suitability: suitable for hydroxyl value determination
• Evaporation Residue: <0.0003%; <0.0004%; <0.0005%; <0.002%; ≤0.002%
• Impurities: <0.003% water; <0.005% water(100 mL pkg); <0.050% water; <0.100% water; ≤0.0005% KMnO4 red. matter (as O); ≤0.001% ammonia (NH3); ≤0.002% ammonia (NH3); ≤0.002% free acid (as CH3COOH); ≤0.002% NH3; ≤0.002% non-volatile matter; ≤0.003% water; ≤0.0075% water; ≤0.0075% water (Karl Fischer); ≤0.01% non-volatile matter; ≤0.01% piperidine (GC); ≤0.02% NH3; ≤0.025% water; ≤0.05% water; ≤0.1% water (Karl Fischer); ≤0.2% 2-picoline (GC); 0.1% water; Reducing substances, passes test
• Cation Traces: Al: ≤0.5 mg/kg; B: ≤0.02 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Cu: ≤0.03 mg/kg; Cu: ≤0.05 mg/kg; Cu: ≤5 ppm; Cu:, passes test (limit about 5 ppm); Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sn: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg; Zn: ≤0.5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.001%; chloride (Cl-): ≤10 mg/kg; chloride (Cl-): ≤5 mg/kg; sulfate (SO42-): ≤0.001%; sulfate (SO42-): ≤10 mg/kg; sulfate (SO42-): ≤5 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: glass distillation
• Quality: dried; over molecular sieve (H2O ≤0.005%)
• λ: 1 cm path, H2O reference; H2O reference
• Empirical Formula (Hill Notation): C5H5N

DETAILS

MP Biomedicals - 02152567

ACS Reagent Grade

MP Biomedicals - 02193562

Purity: >99%
Chemically Pure

MP Biomedicals - 02151983

Triple distilled For UV-spectroscopy
1 ml = approx. 0.98 g

Sigma Aldrich - 360570

Packaging
1, 2, 2.5, 4×4 L in glass bottle
20 L in steel drum
View returnable container options.
100, 500, 6×500 mL in glass bottle
200, 400 L in Pure-Pac™ 1

Sigma Aldrich - 494410

Packaging
1, 2 L in Sure/Seal™
10 L in ss drum
Legal Information
Pure-Pac is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 320498

Packaging
1 L in Sure/Seal™
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 33638

General description
Visit our Titration Center to learn more.

Sigma Aldrich - 443417

Packaging
4 L in safety can
Packaged in safety cans

Sigma Aldrich - 82702

Other Notes
Sales restrictions may apply

Sigma Aldrich - W296600

Packaging
1 kg in glass bottle
10 kg in steel drum
1 sample in glass bottle
25 kg in comp drum

Sigma Aldrich - P57506

Packaging
1, 4 L in glass bottle
500 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 184527

Packaging
1 L in glass bottle

Sigma Aldrich - 270970

Packaging
1, 6×1, 2, 4×2 L in Sure/Seal™
View returnable container options.
100, 12×100 mL in Sure/Seal™
200 L in Pure-Pac™ 1

Sigma Aldrich - 676772

Packaging
1, 4, 4×4 L in aluminum bottle

Sigma Aldrich - 270407

Packaging
1, 2, 4×4 L in glass bottle
100, 12×100 mL in glass bottle
Legal Information
CHROMASOLV is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

REFERENCES

• Widely used as a base and nucleophilic catalyst in acylations, sulfonylations, etc. See also 4-(Dimethylamino)pyridine, A13016.
• Reacts with thionyl chloride to give N-(4-pyridyl)pyridinium chloride hydrochloride, a useful intermediate for the preparation of 4-substituted pyridines by nucleophilic displacement. Thus, reaction with sulfite ion gives the sulfonate: Org. Synth. Coll., 5, 977 (1973). Similarly, pyridine can be activated tosubstitution at the 4-position by reaction with Ethyl chloroformate, L06311, or tert-Butyldimethylsilyl trifluoromethanesulfonate, A12174. The acyl or silyl pyridinium salt then reacts with Grignards or organocuprates, to give 4-substituted dihydropyridines which can readily be rearomatized: Bull. Chem. Soc. Jpn., 57, 1994 (1984).
• For use in Cr(VI) oxidation reactions, see Chromium(VI) oxide, 12522.