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Cas Database

109-06-8

109-06-8

Identification

  • Product Name:Pyridine, 2-methyl-

  • CAS Number: 109-06-8

  • EINECS:203-643-7

  • Molecular Weight:93.1283

  • Molecular Formula: C6H7N

  • HS Code:29333999

  • Mol File:109-06-8.mol

Synonyms:RCRA waste number U191;CCRIS 1721;AI3-24109;AI3-2409;alpha-Methylpyridine;o-Picoline;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn,T

  • Signal Word:Warning

  • Hazard Statement:H226 Flammable liquid and vapourH302 Harmful if swallowed H312 Harmful in contact with skin H319 Causes serious eye irritation H332 Harmful if inhaled H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Do NOT induce vomiting. Refer for medical attention . INHALATION, INGESTION OR SKIN ABSORPTION: Narcosis, headache, nausea, giddiness, vomiting. EYES: Severe irritation. SKIN: Causes burns. INGESTION: Irritation and gastric upset. (USCG, 1999) /SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aromatic hydrocarbons and related compounds/

  • Fire-fighting measures: Suitable extinguishing media To fight fire, use carbon dioxide, dry chemical. Special Hazards of Combustion Products: When heated to decompo- sition, emits toxic fumes of cyanide. Behavior in Fire: Heat may cause pressure buildup in closed containers. Use water to keep container cool. (USCG, 1999) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Personal protection: chemical protection suit including self-contained breathing apparatus. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Fireproof. Separated from oxidants.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
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  • Manufacture/Brand:Usbiological
  • Product Description:2-Methylpyridine
  • Packaging:100g
  • Price:$ 319
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2-Picoline
  • Packaging:100g
  • Price:$ 305
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2-Picoline
  • Packaging:10g
  • Price:$ 155
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methylpyridine >98.0%(GC)(T)
  • Packaging:500mL
  • Price:$ 43
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methylpyridine >98.0%(GC)(T)
  • Packaging:25mL
  • Price:$ 24
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methylpyridine for synthesis. CAS 109-06-8, chemical formula 2-(CH )C H N., for synthesis
  • Packaging:8097220100
  • Price:$ 31.3
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methylpyridine for synthesis
  • Packaging:100 mL
  • Price:$ 29.97
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methylpyridine 98%
  • Packaging:25ml
  • Price:$ 26.1
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methylpyridine for synthesis. CAS 109-06-8, chemical formula 2-(CH )C H N., for synthesis
  • Packaging:8097220500
  • Price:$ 38.9
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methylpyridine for synthesis
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Relevant articles and documentsAll total 159 Articles be found

(Oligo)mannose functionalized hydroxyethyl starch nanocapsules: En route to drug delivery systems with targeting properties

Freichels, Helene,Wagner, Manfred,Okwieka, Patricia,Meyer, Ralf Georg,Mailaender, Volker,Landfester, Katharina,Musyanovych, Anna

, p. 4338 - 4348 (2013)

Hydroxyethyl starch nanocapsules (NCs) are potentially interesting hydrophilic drug delivery carriers, since they do not show non-specific interactions with the living cells. Only the presence of a targeting agent on their surface allows them to target specifically the desired site of action. In this paper, we report the synthesis and cell uptake of crosslinked hydroxyethyl starch (HES) NCs decorated with (oligo)mannose, which is an effective targeting agent for macrophage and dendritic cells. The crosslinked HES NCs were prepared via the interfacial polyaddition of HES with 2,4-toluene diisocyanate (TDI) in inverse (water-in-oil) miniemulsion and then functionalized with (oligo)mannose following two different strategies. To compare the activity and availability of a targeting agent, different types of mannose molecules such as α-d-mannopyranosylphenyl isothiocyanate, 3-O-(α-d-mannopyranosyl)-d- mannose and α3,α6-mannotriose were used for the functionalization of NCs. The availability of the mannose was unambiguously assessed by interaction with a fluorescent lectin. Moreover, the accessibility of the pilot molecule was improved by the presence of a PEG linker at the surface of the NCs. To simulate in vivo conditions, where proteins interact with nanoparticles with a possible hindrance of the accessibility to the targeting agent, the mannosylated NCs were first incubated with human serum before interaction with the fluorescent lectin. Enhancement of uptake into dendritic cells demonstrates the targeting ability in in vitro studies. The Royal Society of Chemistry 2013.

REACTIVITY OF ISOMERIC PYRIDINECARBOXALDEHYDES IN CATALYTIC HYDROGENATION

Yansone, D. P.,Stonkus, V. V.,Leitis, La. Ya.,Fleisher, M. B.,Shimanska, M.

, p. 934 - 937 (1994)

It has been established by a quantum-chemical method (CNDO/2) that there are two possible mechanisms occuring in the vapor-phase hydrogenation of 2-, 3- and 4-pyridinecarboxaldehydes in the presence of a copper-chromium catalyst at 180-300 deg C.One of these involves a donor-acceptor interaction of aldehyde with catalyst and the addition of hydrogen to the carbon atom of the carbonyl group at the first stage.The second possible mechanism is the synchronous addition of hydrogen to the carbon and oxygen of the carbonyl group of a weakly bound a aldehyde molecule with an unchanged electronic structure.

Direct Phosphonation of Quinolinones and Coumarins Driven by the Photochemical Activity of Substrates and Products

Kim, Inwon,Min, Minsik,Kang, Dahye,Kim, Kiho,Hong, Sungwoo

, p. 1394 - 1397 (2017)

Light-promoted phosphonation of quinolinones and coumarins was developed without the need for an external photocatalyst. Investigations support a mechanism whereby both starting materials and products act as photosensitizers upon excitation using compact fluorescent light sources to photochemically promote the dissociation of the N-O bond in the pyridinium salt by a single electron transfer pathway. A wide range of quinolinone and coumarin substrates can be utilized in the phosphonation process under mild reaction conditions.

Zirconium-Catalyzed Coupling of Propene and α-Picoline

Jordan, Richard F.,Taylor, Dennis F.

, p. 778 - 779 (1989)

-

Preparation of 2-picolylarsonic acid and its reductive cleavage by ascorbic acid/iodine and by thiophenol

Ioannou, Panayiotis V.,Afroudakis, Pantelis A.,Siskos, Michael G.

, p. 2773 - 2783 (2002)

Contrary to dialkylaminoethyl halides, 2-picolyl chloride reacts with alkaline arsenite to give nearly quantitative yields 2-picolylarsonic acid. This acid is decomposed by ascorbic acid in the presence of catalytic amounts of iodine to 2-picoline and arsenious acid, most likely by hydride transfer from the ascorbic acid. Thiophenol decomposes this arsonic acid very quickly to 2-picoline, diphenyl disulfide and triphenyl trithioarsenite. In this case a proton from the thiophenol is transferred to the incipient 2-picolyl carbanion.

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates

Boyington, Allyson J.,Riu, Martin-Louis Y.,Jui, Nathan T.

, p. 6582 - 6585 (2017)

The intermolecular alkylation of pyridine units with simple alkenes has been achieved via a photoredox radical mechanism. This process occurs with complete regiocontrol, where single-electron reduction of halogenated pyridines regiospecifically yields the corresponding radicals in a programmed fashion, and radical addition to alkene substrates occurs with exclusive anti-Markovnikov selectivity. This system is mild, tolerant of many functional groups, and effective for the preparation of a wide range of complex alkylpyridines.

-

Charman,Rowe

, p. 476 (1971)

-

-

Babudri et al.

, p. 265,266,269 (1979)

-

Additional volatile compounds produced by pyrolysis of sulfur containing amino acids

Kato,Kurata,Ishiguro,Fujimaki

, p. 1759 - 1761 (1973)

-

QUANTUM - CHEMICAL AND EXPERIMENTAL STUDY OF CYCLOTRIMERIZATION OF ACETYLENE AND HETEROCYCLIZATION OF ACETYLENE WITH NITRILES

Abronin, I. A.,Gorb, L. G.,Levin, D. Z.,Demidova, N. K.,Mortikov, E. S.

, p. 2317 - 2319 (1982)

-

Coordination Chemistry of Borane in Solution: Application to a STING Agonist

Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.

, (2022/04/09)

Equilibrium constants were determined for ligand exchange reactions of borane complexes with various oxygen, sulfur, nitrogen, and phosphorus nucleophiles in solution, and a binding affinity scale was built spanning a range of 12 orders of magnitude. While the Keq are minimally dependent on the solvent, the rate of ligand exchange varies significantly. The fastest and slowest rates were observed in THF and CDCl3, respectively. Moreover, the ligand exchange rate differs in a very broad range depending on stability of the starting complex. Binding of BH3 was found to be much more sensitive to steric factors than protonation. Comparing nitrogen bases having equal steric properties, a linear correlation of BH3 binding affinity vs. Br?nsted acidity was found. This correlation can be used to quickly estimate the BH3 binding affinity of a substrate if pKa is known. Kinetic studies suggest the ligand exchange to occur as a bimolecular SN2 reaction unless other nucleophilic species were present in the reaction mixture.

Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols

Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal

supporting information, p. 9029 - 9039 (2021/06/28)

Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.

Synthesis and characterization of a well-defined carbon nanohorn- supported molybdenum dioxo catalyst by SMART-EM imaging. surface structure at the atomic level

Kratish, Yosi,Nakamuro, Takayuki,Liu, Yiqi,Li, Jiaqi,Tomotsuka, Issei,Harano, Koji,Nakamura, Eiichi,Marks, Tobin J.

supporting information, p. 427 - 432 (2021/03/15)

The molybdenum dioxo catalyst CNH/MoO2 is prepared via direct grafting of (dme)MoO2Cl2 (dme = 1,2-dimethoxyethane) onto the graphitic surfaces of carbon nanohorn (CNH) substrates. The structure of this heterogeneous catalyst was characterized by SMART-EM, XPS, and ICP, and is found to have single isolated MoO2 species on the surface as well as a few multi-Mo species. The CNH/MoO2 complex exhibits excellent catalytic activity for polyethylene terephthalate (PET) hydrogenolysis, N-oxide reductions, and reductive carbonyl coupling, representing an informative model catalyst for structural and mechanistic investigations.

Clean protocol for deoxygenation of epoxides to alkenes: Via catalytic hydrogenation using gold

Fiorio, Jhonatan L.,Rossi, Liane M.

, p. 312 - 318 (2021/01/29)

The epoxidation of olefin as a strategy to protect carbon-carbon double bonds is a well-known procedure in organic synthesis, however the reverse reaction, deprotection/deoxygenation of epoxides is much less developed, despite its potential utility for the synthesis of substituted olefins. Here, we disclose a clean protocol for the selective deprotection of epoxides, by combining commercially available organophosphorus ligands and gold nanoparticles (Au NP). Besides being successfully applied in the deoxygenation of epoxides, the discovered catalytic system also enables the selective reduction N-oxides and sulfoxides using molecular hydrogen as reductant. The Au NP catalyst combined with triethylphosphite P(OEt)3 is remarkably more reactive than solely Au NPs. The method is not only a complementary Au-catalyzed reductive reaction under mild conditions, but also an effective procedure for selective reductions of a wide range of valuable molecules that would be either synthetically inconvenient or even difficult to access by alternative synthetic protocols or by using classical transition metal catalysts. This journal is

Lewis Basic Salt-Promoted Organosilane Coupling Reactions with Aromatic Electrophiles

Bandar, Jeffrey S.,Reidl, Tyler W.

supporting information, p. 11939 - 11945 (2021/08/20)

Lewis basic salts promote benzyltrimethylsilane coupling with (hetero)aryl nitriles, sulfones, and chlorides as a new route to 1,1-diarylalkanes. This method combines the substrate modularity and selectivity characteristic of cross-coupling with the practicality of a base-promoted protocol. In addition, a Lewis base strategy enables a complementary scope to existing methods, employs stable and easily prepared organosilanes, and achieves selective arylation in the presence of acidic functional groups. The utility of this method is demonstrated by the synthesis of pharmaceutical analogues and its use in multicomponent reactions.

Process route upstream and downstream products

Process route

1-phenyl-2-pyridin-2-yl-ethanol
2294-74-8

1-phenyl-2-pyridin-2-yl-ethanol

α-picoline
109-06-8

α-picoline

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
In various solvent(s); at 170 ℃; Rate constant;
(6-methylpyridin-3-yl)boronic acid
659742-21-9

(6-methylpyridin-3-yl)boronic acid

α-picoline
109-06-8

α-picoline

2-methyl-5-nitropyridine
21203-68-9

2-methyl-5-nitropyridine

2-methyl-3-nitropyridine
18699-87-1

2-methyl-3-nitropyridine

2-methyl-3,5-dinitropyridine
57927-99-8

2-methyl-3,5-dinitropyridine

Conditions
Conditions Yield
(6-methylpyridin-3-yl)boronic acid; With potassium hydrogen bifluoride; In methanol; water; at 0 - 20 ℃; for 0.0333333h; Inert atmosphere;
With nitrosonium tetrafluoroborate; In acetonitrile; at 20 ℃; for 0.00833333h;
2-bromo-6-methylpyridine
5315-25-3

2-bromo-6-methylpyridine

2-bromo-3-picoline
3430-17-9

2-bromo-3-picoline

α-picoline
109-06-8

α-picoline

6,6'-dimethyl-2,2'-bipyridine
4411-80-7

6,6'-dimethyl-2,2'-bipyridine

3-Methylpyridine
108-99-6

3-Methylpyridine

3,6'-dimethyl-2,2'-bipyridine
947331-94-4

3,6'-dimethyl-2,2'-bipyridine

3,3'-dimethyl-2,2'-bipyridine
1762-32-9,676473-98-6

3,3'-dimethyl-2,2'-bipyridine

Conditions
Conditions Yield
With nickel(II) bromide hydrate; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction; Inert atmosphere;
45 %Chromat.
7 %Chromat.
30 %Chromat.
12 %Chromat.
6 %Chromat.
α-picoline
109-06-8

α-picoline

1,2-bis(pyridin-2-yl)ethane
4916-40-9

1,2-bis(pyridin-2-yl)ethane

1,3-bis(2-pyridyl)propane
15937-81-2

1,3-bis(2-pyridyl)propane

cyclohexylcyclohexane
92-51-3

cyclohexylcyclohexane

2-(2-cyclohexylethyl)pyridine
111574-99-3

2-(2-cyclohexylethyl)pyridine

methylenecyclohexane
1192-37-6

methylenecyclohexane

Conditions
Conditions Yield
With di-tert-butyl peroxide; at 350 ℃; for 2h; under 7355.08 Torr; Product distribution; Mechanism; other molar ratio of educts, other pressure, other time, other temperature;
tetralin
119-64-2

tetralin

α-picoline
109-06-8

α-picoline

1,3-bis(2-pyridyl)propane
15937-81-2

1,3-bis(2-pyridyl)propane

1,1'-bitetralyl
1154-13-8

1,1'-bitetralyl

2-<2-(α-tetralyl)ethenyl>pyridine
111575-00-9

2-<2-(α-tetralyl)ethenyl>pyridine

methylenecyclohexane
1192-37-6

methylenecyclohexane

Conditions
Conditions Yield
With di-tert-butyl peroxide; at 206 ℃; for 10h; Product distribution; Mechanism;
1-benzyloxy-2-methyl-pyridinium; bromide
27371-06-8

1-benzyloxy-2-methyl-pyridinium; bromide

α-picoline
109-06-8

α-picoline

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

α-picoline
109-06-8

α-picoline

Hexamethylbenzene
87-85-4

Hexamethylbenzene

Conditions
Conditions Yield
at 500 ℃;
2-pyridylmethyllithium
1749-29-7

2-pyridylmethyllithium

diisopropylamine
108-18-9

diisopropylamine

α-picoline
109-06-8

α-picoline

lithium diisopropyl amide
4111-54-0

lithium diisopropyl amide

Conditions
Conditions Yield
In tetrahydrofuran; diethyl ether; at 27 ℃; Equilibrium constant;
ammonia
7664-41-7

ammonia

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

pyridine
110-86-1

pyridine

α-picoline
109-06-8

α-picoline

Conditions
Conditions Yield
at 400 ℃;
ammonia
7664-41-7

ammonia

2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

pyridine
110-86-1

pyridine

α-picoline
109-06-8

α-picoline

Conditions
Conditions Yield
at 400 ℃;

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  • Chemwill Asia Co., Ltd.
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