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360570 Sigma-Aldrich

Pyridine

ACS reagent, ≥99.0%

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Properties

Related Categories ACS Grade, ACS Grade Solvents, ACS and Reagent Grade Solvents, Amber Glass Bottles, Carbon Steel Cans with NPT Threads,
grade   ACS reagent
vapor density   2.72 (vs air)
vapor pressure   10 mmHg ( 13.2 °C)
  20 mmHg ( 25 °C)
assay   ≥99.0%
autoignition temp.   899 °F
expl. lim.   12.4 %
impurities   Reducing substances, passes test
  ≤0.002% NH3
  0.1% water
evapn. residue   ≤0.002%
refractive index   n20/D 1.509(lit.)
bp   115 °C(lit.)
mp   −42 °C(lit.)
density   0.978 g/mL at 25 °C(lit.)
anion traces   chloride (Cl-): ≤0.001%
  sulfate (SO42-): ≤0.001%
cation traces   Cu: ≤5 ppm

Description

Packaging

1, 2.5, 4×4 L in glass bottle

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100, 500 mL in glass bottle

20 L in steel drum

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
Risk Statements (Europe) 
Safety Statements (Europe) 
26-28
RIDADR 
UN 1282 3 / PGII
WGK Germany 
2
Flash Point(F) 
62.6 °F
Flash Point(C) 
17 °C

Protocols & Articles

Articles

Determination of Water Content in Pyridine Using Karl Fischer Titration

Nitrogen compounds, acid amides and weakly basic amines (heterocyclenes) give no problems. They can be titrated according to the standard procedures. Strongly basic amines alter the pH value and must...
Keywords: Titrations

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

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Peer-Reviewed Papers

References

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Photogenerated avenues in macromolecules containing Re(I), Ru(II), Os(II), and Ir(III) metal complexes of pyridine-based ligands. Happ B, Winter A, Hager MD, et al. Chem. Soc. Rev. 41(6), 2222-55, (2012)

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Enhanced deep-blue emission from Pt(II) complexes bound to 2-pyridyltetrazolate and an ortho-xylene-linked bis(NHC)cyclophane. MaGee KD, Wright PJ, Muzzioli S, et al. Dalton Trans. 42(12), 4233-6, (2013)

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In vivo SPECT imaging of amyloid-β deposition with radioiodinated imidazo[1,2-a]pyridine derivative DRM106 in a mouse model of Alzheimer's disease. Chen CJ, Bando K, Ashino H, et al. J. Nucl. Med. 56(1), 120-6, (2015)

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Pyridine. IARC Monogr. Eval. Carcinog. Risks Hum. 77, 503-28, (2000)

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Conversion of pyridine to imidazo[1,2-a]pyridines by copper-catalyzed aerobic dehydrogenative cyclization with oxime esters. Huang H, Ji X, Tang X, et al. Org. Lett. 15(24), 6254-7, (2013)

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Direct synthesis of ligand-based radicals by the addition of bipyridine to chromium(II) compounds. Zhou W, Desnoyer AN, Bailey JA, et al. Inorg. Chem. 52(5), 2271-3, (2013)

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Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk). Giulia Caron et al J. Med. Chem. 48, 3269-79, (2005)

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Candidate selection and preclinical evaluation of N-tert-butyl isoquine (GSK369796), an affordable and effective 4-aminoquinoline antimalarial for the 21st century. Paul M O'Neill et al J. Med. Chem. 52, 1408-15, (2009)

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Is comprehensive analysis of potentially relevant migrants from recycled paperboard into foods feasible? Biedermann M and Grob K J. Chromatogr. A 1272, 106-15, (2013)

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Synthesis, antimalarial activity, and preclinical pharmacology of a novel series of 4'-fluoro and 4'-chloro analogues of amodiaquine. Identification of a suitable "back-up" compound for N-tert-butyl isoquine. Paul M O'Neill et al J. Med. Chem. 52, 1828-44, (2009)

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Bioconjugation with stable luminescent lanthanide(III) chelates comprising pyridine subunits. Hovinen J and Guy PM Bioconjug. Chem. 20(3), 404-21, (2009)

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Quantification of the effect of conformational restriction on supramolecular effective molarities. Adams H, Chekmeneva E, Hunter CA, et al. J. Am. Chem. Soc. 135(5), 1853-63, (2013)

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Activation of amino-alpha-carboline, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and a copper phthalocyanine cellulose extract of cigarette smoke condensate by cytochrome P-450 enzymes in rat and human liver microsomes. Shimada T and Guengerich FP Cancer Res. 51(19), 5284-91, (1991)

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Catalytic wet peroxidation of pyridine bearing wastewater by cerium supported SBA-15. Subbaramaiah V, Srivastava VC, and Mall ID J. Hazard. Mater. 248-249, 355-63, (2013)

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Synthetic studies on pseudo-dimeric Lycopodium alkaloids: total synthesis of complanadine B. Newton JN, Fischer DF, and Sarpong R Angew. Chem. Int. Ed. Engl. 52(6), 1726-30, (2013)

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One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives. Lipson VV and Gorobets NY Mol. Divers. 13(4), 399-419, (2009)

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Temperature dependence of charge separation and recombination in porphyrin oligomer-fullerene donor-acceptor systems. Kahnt A J. Am. Chem. Soc. 133(25), 9863-71, (2011)

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Determination of felodipine, its enantiomers, and a pyridine metabolite in human plasma by capillary gas chromatography with mass spectrometric detection. Dru JD, Hsieh JY, Matuszewski BK, et al. J. Chromatogr. B, Biomed. Appl. 666(2), 259-67, (1995)

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Cyclophosphamide plasma and cerebrospinal fluid kinetics with and without dimethyl sulfoxide. Egorin MJ, Kaplan RS, Salcman M, et al. Clin. Pharmacol. Ther. 32(1), 122-8, (1982)

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Reactions between atomic chlorine and pyridine in solid para-hydrogen: infrared spectrum of the 1-chloropyridinyl (C5H5N-Cl) radical. Das P, Bahou M, and Lee YP J. Chem. Phys. 138(5), 054307, (2013)

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Toward prediction of alkane/water partition coefficients. Anita Toulmin et al J. Med. Chem. 51, 3720-30, (2008)

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Adulteration of urine by "Urine Luck". Wu AH, Bristol B, Sexton K, et al. Clin. Chem. 45(7), 1051-7, (1999)

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Copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridone derivatives. Yu J, Yang H, Jiang Y, et al. Chemistry 19(13), 4271-7, (2013)

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A mitochondria-specific visible-light sensitized europium β-diketonate complex with red emission. Divya V, Sankar V, Raghu KG, et al. Dalton Trans. 42(34), 12317-23, (2013)

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A new bis-tetraamine ligand with a chromophoric 4-(9-anthracenyl)-2,6-dimethylpyridinyl linker for glyphosate and ATP sensing. Pouessel J, Abada S, Le Bris N, et al. Dalton Trans. 42(14), 4859-72, (2013)

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Biotreatment of waste gas containing pyridine in a biofilter. Pandey RA, Padoley KV, Mukherji SS, et al. Bioresour. Technol. 98(12), 2258-67, (2007)

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Aggregates of a triphenylene based chemosensing ensemble for sensitive detection of cyanide ions in an aqueous medium. Bhalla V, Arora H, and Kumar M Dalton Trans. 42(13), 4450-5, (2013)

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Zipping and unzipping of a paddlewheel metal-organic framework to enable two-step synthetic and structural transformation. Smart P, Mason CA, Loader JR, et al. Chemistry 19(11), 3552-7, (2013)

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Assay at low ppm level of dimethyl sulfate in starting materials for API synthesis using derivatization in ionic liquid media and LC-MS. Grinberg N, Albu F, Fandrick K, et al. J. Pharm. Biomed. Anal. 75, 1-6, (2013)

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Si-H activation in an iridium nitrido complex--a mechanistic and theoretical study. Sieh D and Burger P J. Am. Chem. Soc. 135(10), 3971-82, (2013)

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Characterization of hydrogen peroxide removal reaction by hemoglobin in the presence of reduced pyridine nucleotides. Masuoka N, Kodama H, Abe T, et al. Biochim. Biophys. Acta 1637(1), 46-54, (2003)

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Selective recognition of sulphate in a Cu(II) assisted 1D polymer of a simple pentafluorophenyl substituted pyridyl-urea via second sphere coordination. Akhuli B and Ghosh P Dalton Trans. 42(16), 5818-25, (2013)

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Stabilization of oxidovanadium(IV) by organic radicals. Kundu S, Maity S, Maity AN, et al. Dalton Trans. 42(13), 4586-601, (2013)

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Development of a tailor-made bis(oxazolidine)pyridine-metal catalyst for the [3+2] cycloaddition of azomethine imines with propiolates. Arai T, Ogino Y, and Sato T Chem. Commun. (Camb.) 49(71), 7776-8, (2013)

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Synthesis and characterization of hexa-coordinated Sn(IV) complexes of meso-aryl dipyrrins. Sharma R, Ghosh A, Wolfram B, et al. Dalton Trans. 42(16), 5627-30, (2013)

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Photoinduced proton and charge transfer in 2-(2'-hydroxyphenyl)imidazo[4,5-b]pyridine. Brenlla A, Veiga M, Pérez Lustres JL, et al. J. Phys. Chem. B 117(3), 884-96, (2013)

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Development of novel molecular probes of the Rio1 atypical protein kinase. Mielecki M, Krawiec K, Kiburu I, et al. Biochim. Biophys. Acta 1834(7), 1292-301, (2013)

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Hetero diels-alder chemistry for the functionalization of single-walled carbon nanotubes with cyclopentadienyl end-capped polymer strands. Zydziak N, Preuss CM, Winkler V, et al. Macromol. Rapid Commun. 34(8), 672-80, (2013)

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Benzenesulfonamides: a unique class of chemokine receptor type 4 inhibitors. Mooring SR, Liu J, Liang Z, et al. ChemMedChem 8(4), 622-32, (2013)

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Artificial receptors inspired by crystal structures of complexes formed between acyclic receptors and monosaccharides: design, syntheses, and binding properties. Lippe J and Mazik M J. Org. Chem. 78(18), 9013-20, (2013)

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Modular synthesis of alkyne-substituted ruthenium polypyridyl complexes suitable for "click" coupling. Gerken JB, Rigsby ML, Ruther RE, et al. Inorg. Chem. 52(6), 2796-8, (2013)

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QSAR study and synthesis of new phenyltropanes as ligands of the dopamine transporter (DAT). Sylvie Mavel et al Bioorg. Med. Chem. 20, 1388-95, (2012)

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Alpha,beta-elimination reaction of O-acetylserine sulfhydrylase. Is the pyridine ring required? Cook PF Biochim. Biophys. Acta 1647(1-2), 66-9, (2003)

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Photocatalytic degradation of N-heterocyclic aromatics-effects of number and position of nitrogen atoms in the ring. Kaur J and Pal B Environ. Sci. Pollut. Res. Int. 20(6), 3956-64, (2013)

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Physicochemical characterization of the comb-type pyridine-co-poly(ethylene glycol) copolymer at the interface. Otsuka H, Fukaishi M, Ishizuka T, et al. J. Nanosci. Nanotechnol. 13(1), 537-44, (2013)

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In vitro dissolution of cholesterol gallstones. Sternal RS and Davis MA Invest. Radiol. 27(12), 1040-3, (1992)

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An efficient microwave-assisted Suzuki reaction using a new pyridine-pyrazole/Pd(II) species as catalyst in aqueous media. Shen L, Huang S, Nie Y, et al. Molecules 18(2), 1602-12, (2013)

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Synthesis and X-ray crystal structure of isomeric pyridine-based leuco-TAM dyes, 2,2-(2-(pyridinyl)propane-1,3-diylidene)bis(5-chloro-1,3,3-trimethyl indoline) derivatives and unusual stability of 4-pyridinyl compound. Ma SY and Keum SR Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 113, 261-7, (2013)

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Theoretical investigation on ruthenium tetraazaporphyrin as potential nitric oxide carrier in biological systems. Lima JM, Silva VH, Camargo LT, et al. J. Mol. Model. 19(4), 1727-37, (2013)

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Hydrogen-bonding linkage of thymidine derivatives with carboxylic acid and pyridyl groups in a crystalline state. Hoshino J, Kuwabara J, and Kanbara T J. Nanosci. Nanotechnol. 13(7), 4593-600, (2013)

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Fluorescence emission properties of C60 nanoparticles. Zhang F, Fang Y, and Zhang X Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 106, 242-6, (2013)

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Synergistic photocatalytic degradation of pyridine using precious metal supported TiO2 with KBrO3. Tian F, Zhu R, and Ouyang F J. Environ. Sci. (China) 25(11), 2299-305, (2013)

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Synthesis, characterization, crystal structure, and biological studies of two new Cd (II) complexes with 4'-(4-chlorophenyl)-2,2' :6',2"-terpyridine (Clphtpy). Saghatforoush L, Rudbari HA, Nicolò F, et al. Acta Chim. Slov. 60(2), 300-9, (2013)

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Self-organized CdSe quantum dots onto the low bandgap 3-hexylthiophene/pyridine copolymers. Wang J, Luo X, Kang D, et al. J. Nanosci. Nanotechnol. 13(1), 523-8, (2013)

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The many roles for fluorine in medicinal chemistry. William K Hagmann et al J. Med. Chem. 51, 4359-69, (2008)

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Merck 14,7970

Beil. 20,V,5,160

Fieser 1,958 / Fieser 2,349 / Fieser 4,414 / Fieser 6,497 / Fieser 11,448 / Fieser 12,416

Aldrich MSDS 1, 1559:C / Arctander, 2776 / Corp MSDS 1 (2), 2989:D / FT-IR 1 (2), 729:A / FT-IR 2 (3), 3698:A / FT-NMR 1 (3), 233:A / Fenaroli / IR-Spectra (2), 1138:A / IR-Spectra (3), 1306:A / NMR-Reference 2 (2), 611:A / RegBook 76 (2), 2489:A / RegBook 1 (2), 2489:A / Sax 6, 2325 / Structure Index 1, 393:A:1 / Vapor Phase 3, 1513:A

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