50817-80-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-4-methylbenzaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its reactivity allows for the creation of new molecules with potential therapeutic properties, contributing to the development of new drugs and medications.
Used in Dye Industry:
In the dye industry, 2-Chloro-4-methylbenzaldehyde is utilized as a starting material for the production of various dyes. Its chemical properties enable the creation of a wide range of colorants used in different applications, such as textiles, plastics, and printing inks.
Used in Organic Synthesis:
2-Chloro-4-methylbenzaldehyde is used as a versatile intermediate in organic synthesis for the preparation of various organic compounds. Its ability to undergo substitution and oxidation reactions makes it a valuable component in the synthesis of complex organic molecules for research and industrial applications.
It is important to handle 2-Chloro-4-methylbenzaldehyde with care, as it may cause irritation to the skin, eyes, and respiratory system. Proper safety measures must be followed during its storage and handling to ensure the safety of workers and the environment.

InChI:InChI=1/C8H7ClO/c1-6-2-3-7(5-10)8(9)4-6/h2-5H,1H3

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 68-12-2 N,N-dimethyl-formamide 
• 201230-82-2 carbon monoxide 
• 108-41-8 1-chloro-3-methylbenzene 
• 39652-31-8 (2-chloro-4-methylphenyl)methanol 
• 50-00-0 formaldehyd 
• 615-65-6 2-chloro-4-methyl-benzenamine 
• 6627-51-6 1-bromo-2-chloro-4-methylbenzene 

Downstream Products

• 99725-42-5 N-<(2-chloro-4-methylphenyl)methylene>benzamine 
• 755025-50-4 (E)-3-(2-Chloro-4-methyl-phenyl)-1-naphthalen-2-yl-propenone 
• 116070-24-7 3-chloro-4-(trichlorovinyl)toluene 
• 1241405-36-6 methyl 1-[3-chloro-4-(1-methoxy-1-oxopropan-2-yl)-benzyl]-2-oxocyclopentanecarboxylate 
• 1313592-02-7 sodium 2-{2-chloro-4-[(2-oxocyclopentyl)methyl]-phenyl}propanoate 
• 1241405-23-1 C₉H₉ClO 
• 871477-05-3 C₁₀H₁₁ClO₂ 
• 1241405-32-2 C₁₁H₁₂BrClO₂ 
• 1241405-28-6 methyl 2-(2-chloro-4-methylphenyl)propanoate 
• 2043-83-6 2-chloro-4-methylphenylacetic acid 
• 1613641-70-5 3-(2-chloro-4-methylphenyl)-2-methylpropanoyl chloride 
• 1506521-66-9 C₁₁H₁₃ClO₂ 
• 39652-31-8 (2-chloro-4-methylphenyl)methanol 
• 2719-39-3 2-chloro-1-(chloromethyl)-4-methylbenzene 

Relevant academic research and scientific papers

Practical Aerobic Oxidation of Alcohols: A Ligand-Enhanced 2,2,6,6-Tetramethylpiperidine-1-oxy/Manganese Nitrate Catalyst System

A highly efficient, ligand-enhanced 2,2,6,6-tetramethylpiperidine-1-oxy (TEMPO)/Mn(NO3)2 catalyst system for the aerobic oxidation of alcohols is described. From the series of coordinating ligands studied herein, 2-picolinic acid (PyCOOH) improves the catalytic activity of TEMPO/Mn(NO3)2 remarkably. Under ambient air at room temperature in acetic acid, the ligand-enhanced catalyst converts aliphatic and benzylic primary alcohols that bear various functional groups into their respective aldehydes with near quantitative conversions. The applicability of the catalyst for convenient preparative synthesis was demonstrated by conducting oxidations on a gram scale. A change of TEMPO to the sterically less demanding 9-azabicyclo[3.3.1]nonane N-oxyl results in a Mn catalyst that is also able to oxidize secondary alcohols to ketones. Mechanistic studies showed that alcohols are oxidized by the oxoammonium cation derived from the nitroxyl radical. The active oxidant is regenerated by Mn(NO3)2, and this process is greatly promoted by the coordination of PyCOOH to Mn.

LOXOPROFEN DERIVATIVE AND PHARMACEUTICAL PREPARATION CONTAINING THE SAME

There is provided a novel loxoprofen derivative that has no side effect such as a gastrointestinal disorder and also has excellent anti-inflammatory and analgesic effects and is represented by the following formula (I) or (II): (wherein R1 and

Synthesis and biological evaluation of loxoprofen derivatives

Non-steroidal anti-inflammatory drugs (NSAIDs) achieve their anti-inflammatory actions through an inhibitory effect on cyclooxygenase (COX). Two COX subtypes, COX-1 and COX-2, are responsible for the majority of COX activity at the gastrointestinal mucosa and in tissues with inflammation, respectively. We previously suggested that both gastric mucosal cell death due to the membrane permeabilization activity of NSAIDs and COX-inhibition at the gastric mucosa are involved in NSAID-induced gastric lesions. We have also reported that loxoprofen has the lowest membrane permeabilization activity among the NSAIDs we tested. In this study, we synthesized a series of loxoprofen derivatives and examined their membrane permeabilization activities and inhibitory effects on COX-1 and COX-2. Among these derivatives, 2-{4′-hydroxy-5-[(2-oxocyclopentyl)methyl]biphenyl-2-yl}propanoate 31 has a specificity for COX-2 over COX-1. Compared to loxoprofen, oral administration of 31 to rats produced fewer gastric lesions but showed an equivalent anti-inflammatory effect. These results suggest that 31 is likely to be a therapeutically beneficial and safer NSAID.

Method for producing halogen-substituted aromatic aldehyde

In the production method of the invention, a halogen-substituted aromatic compound is reacted with carbon monoxide in the presence of hydrogen fluoride and boron trifluoride into a corresponding halogen-substituted aromatic aldehyde. By the use of hydrogen fluoride and boron trifluoride, the para position to halogen atom is selectively formylated to provide the halogen-substituted aromatic aldehyde in high yields in a short reaction time even at temperatures lower than room temperature.

Vilsmeier reaction studies on some α,β-unsaturated alkenones

α,β-Unsaturated alkenones (1a-g) are converted into chlorobenzenemono-, di- and tricarboxaldehydes (2a-h) under Vilsmeier reaction conditions.Besides six known chlorobenzaldehydes the route affords, in a one-pot reaction, two new members of this class of compounds, 3-methyl-(2d) and 3,5-dimethyl-(2h)-2-chlorobenzaldehydes.