1636-83-5

Usage

Uses

Used in Organic Chemistry Laboratories:
3-Pentanone-2,4-dinitrophenylhydrazone is used as a reagent for the qualitative analysis of ketones. It aids in the detection and identification of ketone compounds through its characteristic reactions, proving invaluable in the study and understanding of organic chemistry.
Used in Chemical Education:
In educational settings, 3-Pentanone-2,4-dinitrophenylhydrazone serves as a practical tool for teaching students about the properties and reactions of ketones. It provides hands-on experience in conducting qualitative analysis and helps students to visualize the chemical processes involved.
Used in Research and Development:
3-PENTANONE2,4-DINITROPHENYLHYDRAZONE is also utilized in research and development within the chemical and pharmaceutical industries. It assists scientists in the discovery and synthesis of new ketone-based compounds, contributing to advancements in various fields.
Safety Note:
It is crucial to handle 3-Pentanone-2,4-dinitrophenylhydrazone with care due to its potential hazards. It may be harmful if ingested, inhaled, or absorbed through the skin, necessitating proper safety measures during its use.

InChI:InChI=1/C11H14N4O4/c1-3-8(4-2)12-13-10-6-5-9(14(16)17)7-11(10)15(18)19/h5-7,13H,3-4H2,1-2H3

Upstream product

• 97-96-1 2-Ethylbutyraldehyde 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 584-02-1 2-pentanol 
• 85969-75-1 3-phenylthio-3-trimethylsilylpentane 
• 35036-34-1 3,3-bis(phenylthio)pentane 
• 760-21-4 2-ethyl-1-butene 
• 96-22-0 pentan-3-one 

Downstream Products

• 79968-07-3 N-(2,4-Dinitro-phenyl)-N'-(1-ethyl-propylidene)-hydrazine; compound with GENERIC INORGANIC NEUTRAL COMPONENT 

Relevant academic research and scientific papers

Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant

A mild, efficient protocol for oxidative cleavage of C-C bonds in aldehydes has been developed that employs alkali metal hydrides as reagents and oxygen from air as a terminal oxidant. The method is applicable to a broad substrate range.

Kinetics and mechanism of oxidation of aliphatic secondary alcohols by benzyltrimethylammonium chlorobromate

Oxidation of several secondary alcohols by benzyltrimethylammonium chlorobromate (BTMACB) in aqueous acetic acid leads to the formation of corresponding ketones. The reaction is first order with respect to BTMACB and the alcohols. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of tetrabutylammonium chloride on the reaction rate. The proposed reactive oxidizing species is chlorobromate ion. The oxidation of benzhydrol-α-d (PhCDOHPh) exhibited a substantial primary kinetic isotope effect (kH/kD = 5.61 at 298 K). The effect of solvent composition indicated that the rate increases with an increase in the polarity of the solvent. The reaction is susceptible to both the polar and steric effects of the substituents. A mechanism involving transfer of a hydride ion in the ratedetermining step has been proposed.

Facile preparation and reactivity of bifunctional ionic liquid-supported hypervalent iodine reagent: A convenient recyclable reagent for catalytic oxidation

Novel, efficient, and recyclable bifunctional catalysts bearing ionic liquid supported (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) and iodoarene moieties were developed and used for environmentally benign catalytic oxidation of alcohols. The reactions using peracetic acid as a green and practical co-oxidant afforded the corresponding carbonyl compounds in high yields under mild conditions and convenient work-up. Furthermore, these ionic liquid supported bifunctional catalysts could be simply recovered and reused.

The Synthesis of Ketones via α-Silyl Sulphides

α-Phenylthiosilanes (2) have been prepared by alkylation of the anion (4) derived from the 1-phenylthio-1-trimethylsilylalkane (1).These anions (4) have benn prepared by a variety of methods including, direct deprotonation of (1), displacement of a phenylthio group by lithium naphthalenide addition of an alkyl-lithium to 1-phenylthio-1-trimethylsilylethene (7), and transmetallation of a tributylstannyl moiety.The formation of an alkyl-lithium by reaction of lithium naphthalenide with a phenyl sulphide provided an additional route to (2) from bis(phenylthio)acetals (8).An alternative path to the α-phenylthiosilanes (2) was to reduce the corresponding α-phenylsulphonylsilane (15); these, in turn, being readily available from alkylation or silylation of α-sulphonyl anions.The α-phenylthiosilanes (2) were converted into the O-trimethylsilylphenylthioacetal (18) by the sila-Pummerer rearrangement, although this was complicated by vinyl sulphide (20) formation in certain cases.Subsequent hydrolysis of (18) and (20) gave the ketone (3).

Synthesis, spectral and structural studies, and an evaluation of the hydrogen bonding of some phenylhydrazones

A series of 46 phenylhydrazones, some novel, containing a variety of structural types has been synthesised. These have been studied by 1H n.m.r. and i.r. spectroscopy with respect to potential inter- and intra-molecular hydrogen bonding. ortho-Nitro or -carbonyl groups form strong hydrogen bonds to the imino-group which are readily observed by 1H n.m.r. but not by i.r. spectroscopy. 'Terminal' carbonyl groups also form strong hydrogen bonds to the imino-group and these can be detected by both i.r. and 1H n.m.r. spectroscopy. When both ortho-nitro- or -carbonyl groups and 'terminal' carbonyl groups are present the imino hydrogen atom is doubly hydrogen bonded and this is apparent in the 1H n.m.r. spectrum. The formation of an intramolecular hydrogen bond in the phenylhydrazone prevents the formation of an intermolecular hydrogen bond between the phenylhydrazone and a polar solvent.