5953-85-5

Basic information

• Product Name: Benzaldehyde, 4-methoxy-, hydrazone
• CAS NO: 5953-85-5
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• Mol File: 5953-85-5.mol
• Article Data: 52

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-methoxy-, hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-methoxy-, hydrazone(5953-85-5)
• EPA Substance Registry System: Benzaldehyde, 4-methoxy-, hydrazone(5953-85-5)

Safety Data

• Hazardous Substances Data: 5953-85-5(Hazardous Substances Data)

Upstream product

• 161374-07-8 ethyl 4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one-5-carboxylate 
• 113697-57-7 5-(ethoxycarbonyl)-4-(4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-thione 
• 3717-21-3 (E)-4-methoxybenzaldoxime 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 4334-74-1 4-methoxybenzylidene thiosemicarbazone 
• 6292-71-3 4-methoxybenzaldehyde semicarbazone 

Downstream Products

• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 17453-03-1 2,5-Bis-<4-methoxy-phenyl>-1,3,4-thiadiazol 
• 41097-47-6 N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine 
• 842142-04-5 1-(3-bromo-3,3-difluoro-1-propynyl)-4-methoxybenzene 
• 1226600-36-7 (Z)-1-methoxy-4-(2,3,3,3-tetrafluoroprop-1-en-1-yl)benzene 
• 1203661-21-5 N₆-[4-methoxybenzaldehyde hydrazone]-2'-deoxyadenosine 
• 4334-74-1 4-methoxybenzylidene thiosemicarbazone 
• 41448-64-0 1-(2,2-dichlorovinyl)-4-methoxybenzene 
• 1610542-31-8 1-[(Z)-2-fluoro-2-nitroethenyl]-4-(methyloxy)benzene 
• 203394-30-3 2-(1H-indol-3-yl)-2-(4-methoxyphenyl)ethanamine 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Oxidized multiwalled nanotubes as efficient carbocatalyst for the general synthesis of azines

The carbocatalytic synthesis of azines (N-N linked diimines) by mild-oxidized multiwalled carbon nanotubes catalyst (oxMWNT) is presented. The material, just with a 5 %wt. loading, is able to carry out a smooth room-temperature metal-free condensation of

Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketonesviaN2H4mediated deoxygenative couplings

Umpolung (polarity reversal) tactics of aldehydes/ketones have greatly broadened carbonyl chemistry by enabling transformations with electrophilic reagents and deoxygenative functionalizations. Herein, we report the first ruthenium-catalyzed β-selective alkylation of vinylpyridines with both naturally abundant aromatic and aliphatic aldehyde/ketonesviaN2H4mediated deoxygenative couplings. Compared with one-electron umpolung of carbonyls to alcohols, this two-electron umpolung strategy realized reductive deoxygenation targets, which were not only applicable to the regioselective alkylation of a broad range of 2/4-alkene substituted pyridines, but also amenable to challenging 3-vinyl and steric-embedded internal pyridines as well as their analogous heterocyclic structures.

Palladium-Catalyzed Defluorinative Alkylation of gem-Difluorocyclopropanes: Switching Regioselectivity via Simple Hydrazones

Conventional approaches for Pd-catalyzed ring-opening cross-couplings of gem-difluorocyclopropanes with nucleophiles predominantly deliver the β-fluoroalkene scaffolds (linear selectivity). Herein, we report a cooperative strategy that can completely switch the reaction selectivity to give the alkylated α-fluoroalkene skeletons (branched selectivity). The unique reactivity of hydrazones that enables analogous inner-sphere 3,3′-reductive elimination driven by denitrogenation, as well as the assistance of steric-embedded N-heterocyclic carbene ligand, are the key to switch the regioselectivity. A wide range of hydrazones derived from naturally abundant aryl and alkyl aldehydes are well applicable, and various gem-difluorocyclopropanes, including modified pharmaceutical and biological molecules, can be efficiently functionalized with high value alkylated α-fluorinated alkene motifs under mild conditions.