16435-03-3

Basic information

• Product Name: Benzaldehyde, 4-hydroxy-, phenylhydrazone
• CAS NO: 16435-03-3
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Mol File: 16435-03-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-hydroxy-, phenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-hydroxy-, phenylhydrazone(16435-03-3)
• EPA Substance Registry System: Benzaldehyde, 4-hydroxy-, phenylhydrazone(16435-03-3)

Safety Data

• Hazardous Substances Data: 16435-03-3(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 100-63-0 phenylhydrazine 
• 59-88-1 phenylhydrazine hydrochloride 
• 108-98-5 thiophenol 
• 58336-40-6 p-hydroxybenzaldehyde semicarbazone 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 

Downstream Products

• 108012-52-8 2-(4-hydroxyphenyl)-3-(phenylamino)thiazolidin-4-one 
• 97936-00-0 5-(4-Chloro-phenyl)-3-(4-hydroxy-phenyl)-1-phenyl-tetrahydro-pyrrolo[3,4-c]pyrazole-4,6-dione 
• 1448772-66-4 (Z)-N'-hydroxy-3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-5-carboximidamide 
• 1448594-03-3 5-(4-chlorophenyl)-3-(3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1,2,4-oxadiazole 
• 1448594-04-4 5-(3,4-dimethoxyphenyl)-3-(3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1,2,4-oxadiazole 
• 1448594-05-5 5-(3,4,5-trimethoxyphenyl)-3-(3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1,2,4-oxadiazole 
• 1448594-06-6 5-(4-hydroxyphenyl)-3-(3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl)-1,2,4-oxadiazole 
• 1448593-90-5 3-(4-hydroxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-5-carbonitrile 
• 13639-20-8 monopotassium para-hydroxybenzoate 
• 37097-17-9 14-(p-hydroxyphenyl)-14H-dibenzo[a,j]xanthene 
• 151358-47-3 3,3'-((4-hydroxyphenyl)methylene)bis(1H-indole) 
• 2730-02-1 1,5-diphenyl-3-(trifluoromethyl)-1H-pyrazole 
• 1207462-42-7 C₁₈H₁₅N₅O₅ 
• 97935-94-9 3-(4-Hydroxy-phenyl)-5-(4-methoxy-phenyl)-1-phenyl-1H-pyrrolo[3,4-c]pyrazole-4,6-dione 

Relevant articles and documents

Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate

The reactions of hydrazones, derived from various aromatic aldehydes bound to Rink resin and hydrazines, with trimethylsilanolate have been studied. In this process, the aldehydes were oxidized to the corresponding carboxylic acids. The reaction was also tested with success in solution, with various aromatic aldehydes easily being oxidized in one pot via hydrazone formation and trimethylsilanolate treatment. A mechanism for the hydrazone cleavage is proposed. The reaction may be used as an alternative method for aldehyde oxidation with the selectivity complementary to that of currently used reactions.

Synthesis of 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) and 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) Perchlorates

Abstract: New bis-formazans and bis(5,6-dihydro-1,2,4,5-tetrazin-1-ium) perchlorates were synthesized with high yields under mild conditions. 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) were obtained by diazo coupling of para-substituted benzaldehyde phenylhydrazones with [1,1′-biphenyl]-4,4′-bis(diazonium chloride). Treatment of the obtained bis-formazans with formaldehyde in the presence of perchloric acid in dioxane afforded 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) diper-chlorates. The structure of the synthesized compounds was confirmed by elemental analyses and UV, IR, and 1H and 13C NMR spectra.

sp2-C–H Acetoxylation of Diversely Substituted (E)-1-(Arylmethylene)-2-phenylhydrazines Using PhI(OAc)2 as Acetoxy Source at Ambient Conditions

A catalyst- and additive-free simple and straightforward method for regioselective direct sp2 C–H acetoxylation reaction of aldehyde hydrazones has been achieved at ambient temperature employing PIDA as an acetoxy source. The scope of the reaction has been successfully verified with a wide range of biologically important aldehyde hydrazones with diverse functional group tolerance. The method is highly selective, mild and efficient, operationally simple, rapid and high-yielding.