16744-81-3

Basic information

• Product Name: 4-METHOXYPICOLINALDEHYDE
• Synonyms: 4-METHOXYPICOLINALDEHYDE;4-Methoxypyridine-2-carboxaldehyde;4-Methoxypyridine-2-carbaldehyde;4-Methoxy-2-forMylpyridine;4-Methoxy-2-Pyridinecarboxaldehyde;2-Formyl-4-methoxypyridine, 4-Methoxypicolinaldehyde;2-Pyridinecarboxaldehyde,4-methoxy-
• CAS NO: 16744-81-3
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14
• EINECS: 200-258-5
• Mol File: 16744-81-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 28-30℃
• Boiling Point: 125-130℃ (25 Torr)
• Flash Point: 98.133 °C
• Appearance: /
• Density: 1.159 g/cm³
• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.47±0.10(Predicted)
• CAS DataBase Reference: 4-METHOXYPICOLINALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYPICOLINALDEHYDE(16744-81-3)
• EPA Substance Registry System: 4-METHOXYPICOLINALDEHYDE(16744-81-3)

Safety Data

• RIDADR: UN2811
• Hazardous Substances Data: 16744-81-3(Hazardous Substances Data)

Usage

General Description

4-Methoxypicolinaldehyde, also known simply as 4-MOPA, is a chemical compound commonly used in the field of chemistry, specifically in organic synthesis. It has the molecular formula C7H7NO2 and is known for its aromatic quality, signifying that it contains a stabilised ring of atoms which makes it chemically robust. 4-Methoxypicolinaldehyde plays a significant role as a building block in the synthesis of various pharmaceuticals and bioactive compounds. In its standard state, it appears as a clear yellow to brownish liquid and must be handled carefully, in a well-ventilated area, due to the potential health risks associated with contact and inhalation.

InChI:InChI=1/C7H7NO2/c1-10-7-2-3-8-6(4-7)5-9/h2-5H,1H3

Upstream product

• 16665-37-5 (4-methoxypyridin-2-yl)methyl acetate 
• 98-98-6 2-Picolinic acid 
• 6890-60-4 4-methoxy-2-methylpyridine 1-oxide 
• 82153-31-9 4-Acetoxy-2-acetoxymethylpyridine 
• 5470-66-6 2-methyl-4-nitropyridine N-oxide 
• 931-19-1 2-methylpyridine N-oxide 
• 16665-38-6 4-methoxy-2-(hydroxymethyl)pyridine 
• 63071-10-3 (4-chloropyridin-2-yl)methanol 
• 24484-93-3 4-Chloro-pyridine-2-carboxylic acid methyl ester 
• 98197-88-7 4-nitro-2-(hydroxymethyl)pyridine 
• 109-06-8 α-picoline 
• 29681-43-4 methyl 4-methoxypicolinate 

Downstream Products

• 108337-96-8 4-Methoxy-2',6'-dimethyl-1',4'-dihydro-[2,4']bipyridinyl-3',5'-dicarboxylic acid 5'-[2-(benzyl-methyl-amino)-ethyl] ester 3'-methyl ester 
• 1280226-44-9 1-allyl-2-(1-hydroxy-2-phenylethyl)-4-methoxypyridin-1-ium trifluoromethanesulfonate 
• 1280226-56-3 1-allyl-2-(1-((di-tert-butylsilyl)oxy)-2-phenylethyl)-4-methoxypyridin-1-ium trifluoromethanesulfonate 
• 1280226-46-1 1-allyl-2-(hydroxy(phenyl)methyl)-4-methoxypyridin-1-ium trifluoromethanesulfonate 
• 1280226-58-5 1-allyl-2-(((di-tert-butylsilyl)oxy)(phenyl)methyl)-4-methoxypyridin-1-ium trifluoromethanesulfonate 
• 1280226-73-4 1-(4-methoxypyridin-2-yl)but-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-81-4 1-(1-allyl-4-oxo-1,2,3,4-tetrahydropyridin-2-yl)but-3-en-1-yl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-83-6 (R)-1-((R)-1-allyl-4-oxo-1,2,3,4-tetrahydropyridin-2-yl)but-3-en-1-yl (R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-74-5 (R)-1-(4-methoxypyridin-2-yl)but-3-en-1-yl (R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1280226-34-7 1-(4-methoxypyridin-2-yl)-2-phenylethanol 
• 29082-99-3 (4-methoxypyridin-2-yl)(phenyl)methanol 
• 1426946-33-9 N¹,N²-dibenzyl-N¹,N²-bis((4-methoxypyridin-2-yl)methyl)ethane-1,2-diamine 
• 1384956-08-4 (E)-7-(1,2-diphenylvinyl)-5-methoxy-[1,2,3]triazolo[1,5-a]pyridine 

Relevant articles and documents

HETEROCYCLIC COMPOUND, APPLICATION THEREOF, AND COMPOSITION CONTAINING SAME

A heterocyclic compound represented by formula XI, a pharmaceutically acceptable salt, a solvate, or a solvate of a pharmaceutically acceptable salt thereof, use thereof, and a composition containing the same. The compound is novel in structure and has good STAT5 inhibitory activity.

NOVEL MORPHOLINE DERIVATIVE OR SALT THEREOF

There is provided a morpholine derivative represented by General Formula [1A] or a salt thereof. (In the formula, a ring A represents a ring represented by General Formula [I]; * represents a bonding position; Z2 represents CH or the like; Z1 represents CR6 or the like; R6 represents a hydrogen atom or the like; X1 represents CHR7 or the like; R7 represents a hydrogen atom or the like; X2 represents CH2 or the like; R1 and R2 are the same as or different from each other, and each of R1 and R2 represents a hydrogen atom or the like; R3, R4, and R5 are the same as or different from each other, and each of R3, R4, and R5 represents a hydrogen atom, NRaRb, or the like; and each of Ra and Rb represents a hydrogen atom, a C1-8 alkyl group which may have a substituent, or the like.)

C-H bond oxidation catalyzed by an imine-based iron complex: A mechanistic insight

A family of imine-based nonheme iron(II) complexes (LX)2Fe(OTf)2 has been prepared, characterized, and employed as C-H oxidation catalysts. Ligands LX (X = 1, 2, 3, and 4) stand for tridentate imine ligands resulting from spontaneous condensation of 2-pycolyl-amine and 4-substituted-2-picolyl aldehydes. Fast and quantitative formation of the complex occurs just upon mixing aldehyde, amine, and Fe(OTf)2 in a 2:2:1 ratio in acetonitrile solution. The solid-state structures of (L1)2Fe(OTf)(ClO4) and (L3)2Fe(OTf)2 are reported, showing a low-spin octahedral iron center, with the ligands arranged in a meridional fashion. 1H NMR analyses indicate that the solid-state structure and spin state is retained in solution. These analyses also show the presence of an amine-imine tautomeric equilibrium. (LX)2Fe(OTf)2 efficiently catalyze the oxidation of alkyl C-H bonds employing H2O2 as a terminal oxidant. Manipulation of the electronic properties of the imine ligand has only a minor impact on efficiency and selectivity of the oxidative process. A mechanistic study is presented, providing evidence that C-H oxidations are metal-based. Reactions occur with stereoretention at the hydroxylated carbon and selectively at tertiary over secondary C-H bonds. Isotopic labeling analyses show that H2O2 is the dominant origin of the oxygen atoms inserted in the oxygenated product. Experimental evidence is provided that reactions involve initial oxidation of the complexes to the ferric state, and it is proposed that a ligand arm dissociates to enable hydrogen peroxide binding and activation. Selectivity patterns and isotopic labeling studies strongly suggest that activation of hydrogen peroxide occurs by heterolytic O-O cleavage, without the assistance of a cis-binding water or alkyl carboxylic acid. The sum of these observations provides sound evidence that controlled activation of H2O2 at (LX)2Fe(OTf)2 differs from that occurring in biomimetic iron catalysts described to date.