1122-71-0

Basic information

• Product Name: 6-METHYL-2-PYRIDINEMETHANOL
• Synonyms: 6-methyl-2-pyridylmethanol;2-Methyl-6-pyridinemethanol;6-METHYL-2-PYRIDINEMETHANOL 98%;6-methyl-2-pyridinemthanol;6-METHYL-2-PYRIDINEMETHANOL 95+%;2-Methylpyridine-6-methanol;6-METHYL-2-PYRIDINEM;2-Hydroxymethyl-6-methylpyridine 6-Hydroxymethyl-2-picoline
• CAS NO: 1122-71-0
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• EINECS: 214-358-2
• Product Categories: C7 and C8;Heterocyclic Building Blocks;Pyridines;pyrdine series;alcohol
• Mol File: 1122-71-0.mol

Chemical Properties

• Melting Point: 32-34 °C(lit.)
• Boiling Point: 105-108 °C12 mm Hg(lit.)
• Flash Point: 228 °F
• Appearance: Clear light brown liquid or low melting solid
• Density: 1.0877 (rough estimate)
• Vapor Pressure: 0.0883mmHg at 25°C
• Refractive Index: 1.5380 (estimate)
• Storage Temp.: Refrigerator
• PKA: 14.02±0.10(Predicted)
• Water Solubility: Low soluble in water, high soluble in ethanol, acetic acid. Soluble in benzene, toluene.
• CAS DataBase Reference: 6-METHYL-2-PYRIDINEMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYL-2-PYRIDINEMETHANOL(1122-71-0)
• EPA Substance Registry System: 6-METHYL-2-PYRIDINEMETHANOL(1122-71-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 1122-71-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Methyl-2-pyridinemethanol is used as a primary and secondary intermediate for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs and medications, contributing to the advancement of medical treatments.
Used in Chemical Synthesis:
In the field of chemical synthesis, 6-Methyl-2-pyridinemethanol is utilized as an intermediate for the production of a wide range of chemical products. Its versatility and reactivity make it a valuable building block in the creation of various compounds, including those used in the fragrance, agrochemical, and specialty chemical industries.
Used in Research and Development:
6-Methyl-2-pyridinemethanol is also employed in research and development settings, where it is used to study the properties and behavior of pyridine-based compounds. This knowledge can be applied to the design and development of new materials and products, further expanding the potential applications of this versatile intermediate.

InChI:InChI=1/C7H9NO/c1-6-3-2-4-7(5-9)8-6/h2-4,9H,5H2,1H3

Upstream product

• 13602-11-4 6-methylpicolinic acid methyl ester 
• 13287-64-4 acetic acid 6-methyl-pyridin-2-ylmethyl ester 
• 108-48-5 2,6-dimethylpyridine 
• 1122-72-1 6-methyl-2-pyridinecarboxaldehyde 
• 67-56-1 methanol 
• 1073-23-0 2,6-lutidine N-oxide 
• 78539-91-0 7-methyl-1,2,3-triazolo<1,5-a>pyridine 
• 931-19-1 2-methylpyridine N-oxide 
• 75-36-5 acetyl chloride 
• 591-78-6 n-hexan-2-one 
• 1195-59-1 2.6-bis(hydroxymethyl)pyridine 
• 116600-45-4 1,2-Dimethoxy-pyridinium-methylsulfat 

Downstream Products

• 3400-78-0 2-hydroxy-3-methyl-2-cyclohexen-1-one 
• 76320-22-4 3-(hydroxymethyl)cyclohex-2-en-1-one 
• 790235-44-8 N-(6-methyl-pyridin-2-ylmethyl)-4-nitro-N-pyridin-2-ylmethyl-benzenesulfonamide 
• 7252-50-8 2-hydroxy-[1,2-bis(6-methylpyridin-2-yl)]ethan-1-one 
• 6630-11-1 1,2-bis(6-methylpyridin-2-yl)ethane-1,2-dione 
• 131339-20-3 1-(pyridin-2-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione 
• 6574-83-0 anti-4,12-diaza<2₂>(1,3)cyclophane 
• 1122-72-1 6-methyl-2-pyridinecarboxaldehyde 
• 934-60-1 6-methyl-2-pyridinecarboxylic acid 
• 866588-10-5 methyl 4-({3-tert-butyl-5-[(6-methylpyridin-2-yl)methoxy]-1H-pyrazol-1-yl}methyl)benzoate 
• 676361-01-6 N₂-(3-chloro-4-methoxyphenyl)-N₄-cycloheptyl-6-(6-methyl-pyridin-2-ylmethoxy)-1,3,5-triazine-4,2-diamine 
• 1191923-31-5 N-[(1S)-1-cyclohexyl-2-(methylamino)-2-oxoethyl]-5-{5-[(6-methylpyridin-2-yl)methoxy]pyridin-2-yl}furan-2-carboxamide 

Relevant articles and documents

SEQUENCE OF REPLACEMENT OF HYDROGEN IN 2,6-DIMETHYLPYRIDINE BY LITHIUM OR HALOGEN

It is shown that, according to the results of chromatographic mass spectrometry, the reaction of 2,6-dimethylpyridine with phenyllithium leads only to the monolithium derivative.The chlorination and bromination of 2,6-dimethylpyridine with various reagents were studied systematically.A method for the conversion of 2,6-bis(chloromethyl)pyridine to 2,6-bis(hydroxymethyl)pyridine is given.

IMPROVED PROCEDURES FOR PREPARATION OF 2-PYRIDONES AND 2-HYDROXYMETHYLPYRIDINES FROM PYRIDINE N-OXIDES

2-Pyridones and 2-hydroxymethylpyridines were prepared from pyridine N-oxides by treatment with trifluoroacetic anhydride in dimethylformamide.The reaction proceeds at room temperature in satisfactory yields.

Creatinine recognition using designed synthetic receptors

A series of neutral nonenzymatic receptors have been synthesized for the recognition of creatinine in a nondegrative way. The receptors contain different heterocyclic moieties for better interactions between host and guest. Among these, 1, 4, and 5 are fluorescent receptors for creatinine. From this study, it was found that the receptors 1 and 4 containing the naphthyridine moiety have higher binding affinity to the guest creatinine than receptors containing other heterocyclic moiety. Theoretical studies for the calculation of binding energy were carried out using discrete Fourier transform (DFT) for the hosts and their complexation with creatinine in both gas phase and acetonitrile medium.

Methyl Scanning and Revised Binding Mode of 2-Pralidoxime, an Antidote for Nerve Agent Poisoning

Organophosphorus nerve agents (OPNAs) inhibit acetylcholinesterase (AChE) and, despite the Chemical Weapons Convention arms control treaty, continue to represent a threat to both military personnel and civilians. 2-Pralidoxime (2-PAM) is currently the only therapeutic countermeasure approved by the United States Food and Drug Administration for treating OPNA poisoning. However, 2-PAM is not centrally active due to its hydrophilicity and resulting poor blood-brain barrier permeability; hence, these deficiencies warrant the development of more hydrophobic analogs. Specifically, gaps exist in previously published structure activity relationship (SAR) studies for 2-PAM, thereby making it difficult to rationally design novel analogs that are concomitantly more permeable and more efficacious. In this study, we methodically performed a methyl scan on the core pyridinium of 2-PAM to identify ring positions that could tolerate both additional steric bulk and hydrophobicity. Subsequently, SAR-guided molecular docking was used to rationalize hydropathically feasible binding modes for 2-PAM and the reported derivatives. Overall, the data presented herein provide new insights that may facilitate the rational design of more efficacious 2-PAM analogs.

ANALOGS OF 2-PRALIDOXIME AS ANTIDOTES AGAINST ORGANOPHOSPHORUS NERVE AGENTS

Provided herein are compounds useful in treating exposure to an organophosphorus compound, such as a nerve agent, pesticide, or, generally, an acetylcholinesterase inhibitor, such as sarin. Compositions, e.g. pharmaceutical compositions or dosage forms, comprising the compounds also are provided herein. Methods of treating a patient exposed to a nerve agent, pesticide, or, generally, an acetylcholinesterase inhibitor, e.g., an organophosphorus compound, such as sarin, also are provided.

Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid

Four palladium(ii) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) have been synthesized and X-ray characterized. These complexes efficiently catalyze benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at 1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF6) with the least sterically demanding ligand tpa demonstrates the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provide evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant.

Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms

Considering the synthetic relevance of heteroarenes in various areas ranging from organic synthesis to medicinal chemistry, developing practically simple methodologies to access functionalized heteroarenes is of a significant value. Described herein is an efficient approach for C-H silylation and hydroxymethylation of pyridines and related heterocycles by the combination of silanes or methanol with readily available N-methoxypyridinium ions with a low catalyst loading (2 mol %) under blue light irradiation. The synthetic importance of the developed reactions is demonstrated by the synthesis of biologically relevant compounds. Electron paramagnetic resonance spectroscopy, quantum yield measurements, and density-functional theory calculations allowed us to understand reaction mechanisms of both photocatalytic reactions.

Methanol as hydrogen source: Transfer hydrogenation of aromatic aldehydes with a rhodacycle

A cyclometalated rhodium complex has been shown to perform highly selective and efficient reduction of aldehydes, deriving the hydrogen from methanol. With methanol as both the solvent and hydrogen donor under mild conditions and an open atmosphere, a wide range of aromatic aldehydes were reduced to the corresponding alcohols, without affecting other functional groups.

Effect of substituent in pyridine-2-carbaldehydes on their heterocyclization to 1,2,4-triazines and 1,2,4-triazine 4-oxides

A series of substituted pyridine-2-carbaldehydes were brought into heterocyclization with isonitrosoacetophenone hydrazones, followed by aromatization by the action of oxidants or by dehydration in boiling acetic acid. As a result, substituted 3-(pyridin-2-yl)-1,2,4-triazines or 3-(pyridin-2-yl)-1,2,4-triazine 4-oxides were formed. 6-Formylpyridine-2-carbonitrile failed to undergo heterocyclization, 6-methylpyridine-2-carbaldehyde and methyl 6-formylpyridine-3-carboxylate can be converted to both 1,2,4-triazine and 1,2,4-triazine 4-oxide derivative, and only 1,2,4-triazine 4 oxides were obtained from 6-bromopyridine-2-carbaldehyde and 6-formyl-3-phenylpyridine-2-carbonitrile. Convenient procedures were proposed for the synthesis of some initial pyridinecarbaldehydes.

A 6 - methyl - 2 - pyridyl methanol preparation method

The invention discloses a preparation method of 6-methyl-2-pyridyl methanol and belongs to the field of organic chemical synthesis, solving the problems of poor selectivity, abundant byproducts, low yield and environment pollution in the prior art. The preparation method of 6-methyl-2-pyridyl methanol comprises the following steps: carrying out high-selectivity oxidization on 2,6-dimethyl pyridine based on 2,6-dimethyl pyridine and glacial acetic acid which serve as raw materials in the presence of tungsten oxide and hydrogen peroxide which serve as catalysts, introducing an acetyl group into an alpha position of a pyridine ring, then carrying out alpha-carbon electronic transfer rearrangement to generate 6-methyl-2-pyridyl ethyl formate, subsequently carrying out hydrolysis to generate 6-methyl-2-pyridyl methanol, then carrying out extraction and distillation to obtain high-purity 6-methyl-2-pyridyl methanol. The preparation method of 6-methyl-2-pyridyl methanol can fully accord with the synthesis requirements of medical manufacturing enterprises, has the advantages of high selectivity, few byproducts, high product yield and low production cost, is mild in reaction conditions and is suitable for industrial production.