5391-74-2

Basic information

• Product Name: PYRUVIC ALDEHYDE 1-PHENYLHYDRAZONE
• Synonyms: 1-(2-Phenylhydrazono)propan-2-one;2-Oxopropanal phenylhydrazone
• CAS NO: 5391-74-2
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.1929
• Mol File: 5391-74-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 151-152 °C
• Boiling Point: 266.9°Cat760mmHg
• Flash Point: 115.2°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.00839mmHg at 25°C
• Refractive Index: 1.536
• PKA: 9.20±0.10(Predicted)
• CAS DataBase Reference: PYRUVIC ALDEHYDE 1-PHENYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: PYRUVIC ALDEHYDE 1-PHENYLHYDRAZONE(5391-74-2)
• EPA Substance Registry System: PYRUVIC ALDEHYDE 1-PHENYLHYDRAZONE(5391-74-2)

Safety Data

• Hazardous Substances Data: 5391-74-2(Hazardous Substances Data)

Usage

General Description

PYRUVIC ALDEHYDE 1-PHENYLHYDRAZONE is a chemical compound that is commonly used in organic chemistry as a reagent for the detection and quantification of ketones and aldehydes. It is a hydrazone derivative of pyruvic aldehyde, and it is often used as a derivatizing agent to form stable and easily detectable compounds with carbonyl compounds. It is also used in the synthesis of various pharmaceuticals and as an intermediate in the preparation of other organic compounds. Additionally, it has been studied for its potential antimicrobial and anticancer properties, making it a compound of interest in the field of biomedical research.

InChI:InChI=1/C9H10N2O/c1-8(12)7-10-11-9-5-3-2-4-6-9/h2-7,11H,1H3/b10-7+

Upstream product

• 2684-02-8 benzenediazonium 
• 541-50-4 2-acetoacetic acid 
• 127-09-3 sodium acetate 
• 100-34-5 benzene diazonium chloride 
• 5335-32-0 3-oxo-2-(2-phenylhydrazono)butanoic acid 
• 123-54-6 acetylacetone 
• 100-63-0 phenylhydrazine 
• 78-98-8 2-oxopropanal 
• 6134-57-2 pentane-2,3,4-trione 3-phenylhydrazone 
• 10475-63-5 3-oxo-2-(phenylhydrazono)butyric acid ethyl ester 
• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 60-29-7 diethyl ether 
• 76505-45-8 potassium 3-oxobutanoate 

Downstream Products

• 733-18-6 1-piperidino-butane-2,3-dione-2-phenylhydrazone 
• 124120-94-1 1,4-bis-(3-oxo-2-phenylhydrazono-butyl)-piperazine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 111562-90-4 1-morpholin-4-yl-butane-2,3-dione 2-phenylhydrazone 
• 552-86-3 furoin 
• 108541-96-4 1-dimethylamino-butane-2,3-dione-2-phenylhydrazone 
• 7707-85-9 pyruvaldehyde bis-phenylhydrazone 
• 94072-19-2 1-(4-methyl-2-phenyl-2,3,4,5-tetrahydro-[1,2,4]triazin-6-yl)-ethanone 
• 110440-65-8 heptane-2,3,5,6-tetraone-3,5-bis-phenylhydrazone 
• 119853-19-9 1-phenyl-hexane-1,2,4,5-tetraone-2,4-bis-phenylhydrazone 
• 5335-37-5 3-acetyl-1,5-diphenylformazan 
• 10501-25-4 1,5-diphenyl-3-benzeneazoformazane 
• 66400-93-9 pyruvaldehyde-1-(methyl-phenyl-hydrazone) 
• 109821-19-4 bis-(1-methyl-2-phenylhydrazono-ethylidene)-hydrazine 

Relevant articles and documents

Potentiometric, equilibrium studies and thermodynamics of novel thiosemicarbazones and their bivalent transition metal(II) complexes

Protonation constants of novel thiosemicarbazones including 2-(1-(2-phenyl-hydrazono)-propan-2-ylidene) hydrazine-carbothioamide (TPHP) and N-methyl-2-(1-(2-phenyl-hydrazono)-propan-2-ylidene)hydrazinecarbo-thioamide (MTPHP) ligands and their corresponding metal-ligand formation constants with Cu(II), Ni(II), Mn(II) and Co(II) ions were determined at 15 °C, 25 °C and 35 °C in 50% DMSO solution at I = 0.1 mol·dm- 3 NaNO3. The stability order of complexes with reference to the metal ions has been followed this order Cu(II) > Ni(II) > Co(II) > Mn(II) in concord with the Irving-Williams stability order. Also, chemical equilibrium studies indicated that substitution of hydrogen in thiosemicarbazone (TPHP) by methyl group causes lowering of acidity as a result of the electron-releasing effect of the methyl group in the substituted amino group of the thiosemicarbazide moiety. The speciation of different species in solution has been evaluated as a function of pH. Additionally, the effect of temperature on protonation of thiosemicarbazone ligands and formation of their M(II)-thiosemicarbazone complexes was investigated. The thermodynamic parameters (ΔH, ΔS and ΔG) were calculated and discussed. It was found that both log K1 and -ΔH1, for M(II)-thiosemicarbazone complexes are somewhat larger than log10 K2 and -ΔH2, indicating a change in the dentate character of these ligands from tridentate (SNN-donors) in 1:1 chelates to bidentate (SN-donors) in 1:2; M:L chelates. Also, the lower values of log10 K2 and -ΔH2 than log K1 and -ΔH1 may be attributed to steric hindrance produced by the entrance of a second molecule.

Application of phenylhydrazine base ketone compound as agricultural bactericide

The invention relates to an application of phenylhydrazine base ketone compound as agricultural bactericide, the application of the phenylhydrazine base ketone compound disclosed in a formula (1) for inhibiting or killing fungi which cause crop diseases and the application of the phenylhydrazine base ketone compound as the agricultural bactericide. The phenylhydrazine base ketone compound has the advantage of high activity when being used for inhibiting the fungi which cause crop diseases to grow, is suitable for preventing and curing plant diseases caused by the fungi and can be used for preventing and curing diseases caused by various fungi including rice blast and wheat scab, wherein R1, R2, R3, R4 and R5 are respectively independently selected from hydrogen, halogen, alkyl group, alkoxy, hydroxyl, cyanogroup, trifluoromethyl, sulfamide and nitryl; R6 is selected from hydrogen, halogen, alkyl group, amino, cyanogroup, CH3CH2S-, CH3CO-, CF3CH2CO- or CF3CO- and the like; R7 is alkyl group, hydroxyl, phenyl, halogenated phenyl, alkoxy and trifluoromethyl; X can be nitrogen or carbon, and R5 is not in the presence when X is nitrogen, the formula (1) is shown in the description.

Synthesis, characterization, molecular modeling and biological activity of mixed ligand complexes of Cu(II), Ni(II) and Co(II) based on 1,10-phenanthroline and novel thiosemicarbazone

A combined experimental and computational study of novel mixed ligand Cu(II), Ni(II) and Co(II) complexes of 2-(1-(2-phenyl-hydrazono)-propan-2- ylidene)hydrazine-carbothioamide (TPHP) and 1,10-phenanthroline (1,10-Phen) have been synthesized. The complexes have been characterized by elemental analyses, IR, solid reflectance, magnetic moment, 1HNMR and molar conductance. Spectral data showed that the 1,10-phenanthroline acts as neutral bidentate ligand coordinating to the metal ion through two nitrogen donor atoms and thiosemicarbazone acts as monobasic tridentate coordinating through two imine-N and thiolate sulphur groups. The geometry of the studied M(II) complexes has been fully optimized using parameterized PM3 semiempirical method. It was observed that the M-S bond length is longer than that of M-Cl in the isolated complexes and the M-N bond length is shorter than that of M-Cl. Also, valuable information is obtained from calculations of molecular parameters for all complexes including net dipole moment of the metal complexes, values of binding energy, which proved that the complexes are more stable than the free ligand. The metal chelates have been screened for their antimicrobial activities using the disc diffusion method against different selected types of bacteria (G +: Bacillus subtillis RCMB 010067, Staphylococcus aureus RCMB 010028); G-: Pseudomonas aeuroginosa RCMB 010043, Escherichia coli RCMB 010052)) and fungi (Aspergillus flavus RCMB 02568, Pencicillium italicum RCMB 03924, Candida albicans RCMB 05031, Geotricum candidum RCMB 05097). Finally, structure-activity relationship studies were investigated with the aim to correlate physico-chemical properties that may be related to the antimicrobial action of the studied compounds. Protonation constant of (TPHP) ligand and stability constants of its M(II) complexes were determined by potentiometric titration method in 70%:30% DMSO-water mixture at 0.1 mol dm -3 NaCl.