1595-15-9

Basic information

• Product Name: 2-HYDROXY-5-NITROBENZALDEHYDE OXIME
• Synonyms: 2-HYDROXY-5-NITROBENZALDEHYDE OXIME
• CAS NO: 1595-15-9
• Molecular Formula: C₇H₆N₂O₄
• Molecular Weight: 182.13
• Mol File: 1595-15-9.mol

Chemical Properties

• Melting Point: 175-178 °C(Solv: ethanol (64-17-5))
• Boiling Point: 293.6°C at 760 mmHg
• Flash Point: 131.4°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 0.00018mmHg at 25°C
• Refractive Index: 1.633
• PKA: 6.00±0.30(Predicted)
• CAS DataBase Reference: 2-HYDROXY-5-NITROBENZALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-5-NITROBENZALDEHYDE OXIME(1595-15-9)
• EPA Substance Registry System: 2-HYDROXY-5-NITROBENZALDEHYDE OXIME(1595-15-9)

Safety Data

• Hazardous Substances Data: 1595-15-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Hydroxy-5-nitrobenzaldehyde oxime is utilized as a key intermediate in the synthesis of various organic compounds, contributing to the formation of complex molecular structures through its reactive functional groups.
Used as a Reagent in Chemical Reactions:
In the realm of chemical research and development, 2-Hydroxy-5-nitrobenzaldehyde oxime is employed as a reagent to facilitate specific chemical transformations, such as oxidation or reduction processes, due to its aldehyde and nitro functionalities.
Used in Coordination Chemistry:
2-Hydroxy-5-nitrobenzaldehyde oxime functions as a ligand, interacting with transition metal ions to form stable coordination complexes. This application is significant in areas such as catalysis, material science, and the development of new compounds with unique properties.
Used in Pharmaceutical Industry:
2-HYDROXY-5-NITROBENZALDEHYDE OXIME has potential applications in the pharmaceutical sector, where it may be used as a precursor to develop new drugs or as a building block in the synthesis of pharmaceutically active molecules.
Used as a Precursor to Organic Compounds:
2-Hydroxy-5-nitrobenzaldehyde oxime serves as a precursor in the production of a variety of organic compounds, highlighting its versatility and importance in the field of organic chemistry.

InChI:InChI=1/C7H6N2O4/c10-7-2-1-6(9(12)13)3-5(7)4-8-11/h1-4,8,11H/b5-4+

Upstream product

• 97-51-8 5-Nitrosalicylaldehyde 
• 39224-61-8 2-hydroxy-5-nitrobenzyl alcohol 

Downstream Products

• 39835-28-4 5-Nitro-benzo[d]isoxazole 
• 879181-43-8 Acetic acid 2-cyano-4-nitro-phenyl ester 
• 39835-09-1 5-nitro-2-hydroxybenzonitrile 

Relevant articles and documents

A catalytic regioselective procedure for the synthesis of aryl oximes in the presence of palladium nanoparticles

The synthesis of aryl oximes from aryl aldehyde derivatives was carried out using hydroxylamine hydrochloride and aluminum oxy hydroxide-supported palladium (Pd/AlO(OH) nanoparticles. The procedure is revealed via the regioselective synthesis of oxime der

The local and natural sources in synthetic methods: the practical synthesis of aryl oximes from aryl aldehydes under catalyst-free conditions in mineral water

The synthesis of oximes from aryl aldehydes was prepared using hydroxylamine hydrochloride. The obtained oxime compounds were synthesized at maximum efficiency in mineral water at room temperature. The developed method is economical, practical and environmentally friendly. All of the aldehydes were converted the oxime a method using local sources and useful for industrial applications is introduced in the literature. Graphic abstract: In this study, addition elimination reaction, one of the important reactions of organic chemistry, was carried out using local sources. With this reaction, aryl oximes were obtained from aryl aldehydes in mineral water under catalyst-free conditions.[Figure not available: see fulltext.]

Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis

Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 μM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 μM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigel-la flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported.

Fe3O4@SiO2@Im[Cl]Mn(III)-complex as a highly efficient magnetically recoverable nanocatalyst for selective oxidation of alcohol to imine and oxime

An efficient and environmentally friendly oxidation process for the one-pot preparation of oxime, imine and carbonyl compounds through alcohol oxidation in the presence of H2O2 and/or O2 have been developed by a melamine-Mn(III) Schiff base complex supported on Fe3O4@SiO2–Cl nanoparticles, named as Fe3O4@SiO2@Im[Cl]Mn(III)-complex nanocomposite, at room temperature. Direct oxidation of alcohol to carboxylic acid was performed using the catalyst in the presence of molecular O2 at room temperature in a different approach. The oxidation products were obtained with excellent yields and high TOFs. The properties of the catalyst were characterized by Fourier transform infrared spectroscopy (FTIR), elemental analysis (C, H, N), X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), dynamic light scattering (DLS), energy dispersive X-ray analysis (EDX), X-ray photoelectron spectroscopy (XPS), inductive coupled plasma (ICP), cyclic voltammetry (CV), nuclear magnetic resonance (1H & 13C NMR), vibration sample magnetometer (VSM), Brunauer– Emmett–Teller (BET) and differential pulse voltammetry (DPV) analyses. The mechanism of the oxidation processes was investigated for the both H2O2 and O2 oxidants. The role of the imidazolium moiety in the catalyst as a secondary functionality was investigated. Chemoselectivity behavior of the catalyst was studied by some combinations. The catalyst could be recycled from the reaction mixture by a simple external magnet and reused for several times without any considerable reactivity loss.

Inhibition of monoamine oxidases by coumarin-3-acyl derivatives: Biological activity and computational study

A series of coumarin-3-acyl derivatives have been synthesized and investigated for the ability to inhibit selectively monoamine oxidases. The coumarin-3-carboxylic acids, 2a-e, proved to be reversible and selective inhibitors of the MAO-B isoform, display

SUBSTITUTED PYRIMIDINES

The invention relates to novel substituted pyrimidines of formula (I), in which R1, R2, R3, R4, Q, X and n have the meanings as cited in the description. The invention also relates to a method and intermediate products for producing these pyrimidines, and to the use thereof as plant control agents, particularly as herbicides.

NMR spectral assignment of substituted salicylaldoximes by inverse pulse techniques with z-gradient selection: Correlation of NMR parameters with substituent constants

1H and 13C and also 1H,13C HMQC and 1H,X HMBC (X = 13C and 15N) correlation maps with z-gradient selection of seven salicylaldoximes were recorded and assigned and their paramete