186818-30-4

Basic information

• Product Name: N’-acetyl-4-methylbenzohydrazide
• Synonyms: N’-acetyl-4-methylbenzohydrazide
• CAS NO: 186818-30-4
• Molecular Weight: 192.217
• Mol File: 186818-30-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N’-acetyl-4-methylbenzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N’-acetyl-4-methylbenzohydrazide(186818-30-4)
• EPA Substance Registry System: N’-acetyl-4-methylbenzohydrazide(186818-30-4)

Safety Data

• Hazardous Substances Data: 186818-30-4(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 3619-22-5 p-toluic hydrazide 
• 1068-57-1 acetic acid hydrazide 
• 142273-51-6 methyl 2-(3-oxo-5-p-tolyl-2,3-dihydrofuran-2-ylidene)acetic acid 
• 874-60-2 4-methyl-benzoyl chloride 
• 830-03-5 4-nitrophenol acetate 

Downstream Products

• 1595319-58-6 N-(tert-butyl)-5-(p-tolyl)-1,3,4-oxadiazol-2-amine 
• 40746-65-4 5-methyl-1-(4-nitrophenyl)-1H-tetrazole 

Relevant articles and documents

Chemistry of 2-ylidenefuran-3(2H)-ones: XIX. Reaction of 5-aryl-2(oxoylidene)furan-3(2H)-ones with carboxylic acid hydrazides

2-[2-(4-Chlorophenyl)-2-oxoethylidene]-5-phenylfuran-3(2H)-one and methyl (5-aryl-3-oxo-2,3-dihydrofuran-2-ylidene)acetates react with carboxylic acid hydrazides to give the corresponding 3-substituted 2-acyl-6-aryl-3-hydroxy-2,3- dihydropyridazin-4(1H)-ones. Specificities of the product structure are discussed.

Reactivity of benzohydrazide derivatives towards acetylation reaction. Experimental and theoretical studies

We herein report an experimental and theoretical study on the acetylation reaction of benzohydrazide derivatives towards p-nitrophenyl acetate (NPA). The kinetic data are consistent with a stepwise mechanism with the nucleophilic attack as the rate determining step. From the theoretical analysis it is found that benzohydrazide derivatives establish intramolecular proton rearrangement. The enol form appears as the active species for nucleophilic attack. A reaction mechanism incorporating keto-enol pre-equilibria is proposed. The study is completed with a local reactivity analysis describing the most reactive centers for nucleophilic attack together with a site activation analysis describing inductive substituent effects.