443289-08-5

Basic information

• Product Name: 2-[(4-formyl-2-methoxyphenoxy)methyl]benzonitrile
• Synonyms: 2-[(4-formyl-2-methoxyphenoxy)methyl]benzonitrile
• CAS NO: 443289-08-5
• Molecular Formula: C₁₆H₁₃NO₃
• Molecular Weight: 267.29
• Mol File: 443289-08-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[(4-formyl-2-methoxyphenoxy)methyl]benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-formyl-2-methoxyphenoxy)methyl]benzonitrile(443289-08-5)
• EPA Substance Registry System: 2-[(4-formyl-2-methoxyphenoxy)methyl]benzonitrile(443289-08-5)

Safety Data

• Hazardous Substances Data: 443289-08-5(Hazardous Substances Data)

Usage

Chemical Structure

It contains a benzene ring substituted with a formyl group, a methoxy group, and a cyanomethyl group.

Common Uses

Pharmaceutical and agrochemical industries as a building block for synthesizing biologically active compounds.
Potential applications in organic synthesis and materials science.

Safety Precautions

Handle with caution and adhere to safety protocols due to potential health and environmental risks if mishandled.

Upstream product

• 121-33-5 vanillin 
• 612-13-5 2-cyanobenzyl chloride 

Relevant articles and documents

Iron-catalyzed oxidative C-C(vinyl) σ-bond cleavage of allylarenes to aryl aldehydes at room temperature with ambient air

A general and selective iron-catalyzed allylic C-C(vinyl) σ-bond cleavage of allylarenes without the assistance of heteroatoms to give aryl aldehydes is reported. The unstrained carbon-carbon single bond cleavage reaction uses ambient air as the sole oxidant, proceeds efficiently at room temperature, and allows for exceptional functional-group tolerance, which addresses the long-standing challenges of current C-C bond cleavage/functionalization. Notably, the method enables rapid late-stage oxidation of complex bioactive molecules and can be used to expedite syntheses of natural products (vanillin and glucovanillin) from readily available chemical feedstocks.

First Discovery of Novel Pyrido[1,2- a]pyrimidinone Mesoionic Compounds as Antibacterial Agents

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound 11 showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC50 value of 1.1 μg/mL, which was substantially better than that of bismerthiazol (92.7 μg/mL) and thiodiazole copper (105.4 μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound 11 against rice bacterial leaf blight were 75.12 and 72.04%, respectively, which were better than those of bismerthiazol (62.24 and 50.83%, respectively) and thiodiazole copper (53.35 and 65.04%, respectively). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents.