1677-87-8

Basic information

• Product Name: ACETOPHENONE-DNPH
• Synonyms: (1E)-1-Phenylethanone (2,4-dinitrophenyl)hydrazone;Acetophenone, (2,4-dinitrophenyl)hydrazone;acetophenone,(2,4-dinitrophenyl)hydrazone;ACETOPHENONE-DNPH;AURORA KA-3403;(1Z)-1-phenylethanone (2,4-dinitrophenyl)hydrazone;1-phenylethan-1-one (2,4-dinitrophenyl)hydrazone;1-(2,4-Dinitrophenyl)-2-(1-phenylethylidene)hydrazine
• CAS NO: 1677-87-8
• Molecular Formula: C₁₄H₁₂N₄O₄
• Molecular Weight: 300.27
• EINECS: 216-831-9
• Mol File: 1677-87-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 455.4°Cat760mmHg
• Flash Point: 229.2°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.77E-08mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: ACETOPHENONE-DNPH(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOPHENONE-DNPH(1677-87-8)
• EPA Substance Registry System: ACETOPHENONE-DNPH(1677-87-8)

Safety Data

• Hazardous Substances Data: 1677-87-8(Hazardous Substances Data)

Usage

General Description

ACETOPHENONE-DNPH, also known as 2,4-Dinitrophenylhydrazine, is a chemical compound commonly used in the analysis and identification of aldehydes and ketones. It is a yellow crystalline solid that is often used as a reagent in chemical experiments. ACETOPHENONE-DNPH reacts with carbonyl compounds to form brightly colored derivatives, which can be used for qualitative and quantitative analysis in organic chemistry. ACETOPHENONE-DNPH has also been used in the detection and quantification of pollutants in the environment, particularly in air and water samples. Additionally, it has potential applications in the pharmaceutical and medical industries for the identification and measurement of carbonyl-containing compounds.

InChI:InChI=1/C14H12N4O4/c1-10(11-5-3-2-4-6-11)15-16-13-8-7-12(17(19)20)9-14(13)18(21)22/h2-9,16H,1H3/b15-10-

Upstream product

• 64-19-7 acetic acid 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 64445-49-4 2.4-Dinitro-benzol-diazonium-⁽¹⁾-sulfat 
• 98-86-2 acetophenone 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 613-91-2 acetophenone oxime 
• 105002-68-4 1-(3,5-dinitrophenyl)hydrazine 
• 98-85-1 1-Phenylethanol 
• 24422-78-4 phenyl α-methylbenzyl sulfone 
• 67274-35-5 trimethylsilane 
• 3876-61-7 1-benzoyl-2-bromoacetylene 
• 1244024-26-7 1-phenyl-3-(1-methyl-4,5,6,7-tetrahydro-1H-indol-2-yl)-2-propynone 
• 107-15-3 ethylenediamine 
• 1244024-27-8 1-phenyl-3-(1-benzyl-4,5,6,7-tetrahydro-1H-indol-2-yl)-2-propynone 

Downstream Products

• 52727-84-1 C₁₄H₁₁N₅O₆ 
• 4881-22-5 phenylglyoxal bis(2,4-dinitrophenylhydrazone) 
• 98-86-2 acetophenone 

Relevant articles and documents

Design, synthesis, anticancer activity and molecular docking analysis of novel dinitrophenylpyrazole bearing 1,2,3-triazoles

A novel series of dinitrophenylpyrazole bearing triazole scaffolds were designed and synthesized with appreciable yields. The structures of all the target molecules (9a–j) were confirmed and characterized by 1H NMR, 13C NMR, FT-IR and HR-MS spectral techniques. These novel molecules were tested for their anti-cancer activity (in vitro) using three tumor cell lines indicating breast adenocarcinoma (MCF-7), cervical carcinoma (HeLa), and human epithelial colorectal adenocarcinoma (Caco-2) via the MTT approach. Compounds 9e, 9f, and 9 h showed the high potency growth inhibitory activity against the HeLa cell line (IC50 = 4.0 μM, 5.0 μM and 6.0 μM) higher than that of Combretastatin-A4 (IC50 = 9.0 μM) as reference drug. Besides, compound 9 h was found to be highly potent against MCF-7 cell line IC50 value of 8.0 μM. Additionally, in this manuscript, the structure-activity relationship (SAR) analysis is reported. Molecular docking studies also confirm the experimental findings and explains the most probable interaction pattern.

Synthesis and biological evaluation of 1,3-diaryl pyrazole derivatives as potential antibacterial and anti-inflammatory agents

Three series of 1,3-diaryl pyrazole derivatives bearing aminoguanidine or furan-2-carbohydrazide moieties have been synthesized, characterized and evaluated for antibacterial and anti-inflammatory activities. Most of the synthesized compounds showed potent inhibition of several Gram-positive bacterial strains (including multidrug-resistant clinical isolates) and Gram-negative bacterial strains with minimum inhibitory concentration values in the range of 1-64 μg/mL. Compounds 6g, 6l and 7l presented the most potent inhibitory activity against Gram-positive bacteria (e.g. Staphylococcus aureus 4220), Gram-negative bacteria (e.g. Escherichia coli 1924) and the fungus, Candida albicans 7535, with minimum inhibitory concentration values of 1 or 2 μg/mL. Compared with previous studies, these compounds exhibited a broad spectrum of inhibitory activity. Furthermore, compound 7l showed the greatest anti-inflammatory activity (93.59% inhibition, 30 min after intraperitoneal administration), which was more potent than the reference drugs ibuprofen and indomethacin.

Peculiarities of the cascade cleavage of the polarized C - C-fragment in α-ketoacetylenes on reaction with ethylene diamine

The reaction of diarylketoacetylenes with ethylenediamine (EDA) leads to arylmethylketones and 2-substituted imidazoline derivatives. This transformation involves complete cleavage of the triple bond via initial intermolecular Michael-addition with subsequent intramolecular Michaeladdition. Final fragmentation can be presented as a retro-Mannich reaction, accompanied by three formal reductive stages (formation of three C-H bonds), while the other carbon undergoes a formal oxidation, in which three C-N bonds (C-N and C=N) are formed. ARKAT-USA, Inc.