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Structure of 621-59-0
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3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.3-Hydroxy-4-methoxybenzaldehyde was used as starting reagent during the two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 and glycitein synthesis.
Isovanillin serves as a versatile phenolic aldehyde building block in synthetic organic chemistry, enabling efficient access to bioactive heterocycles and natural product analogs. Its ortho-hydroxyl and aldehyde functionalities support direct condensation reactions, including Mannich-type cyclizations and Schiff base formation, with predictable regiochemistry. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, facilitating its use in multi-step synthesis workflows.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P271-P261-P280-P305+P351+P338-P312-P337+P313-P403+P233-P501
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Lot numbers can be found on the outside label of a product: