82486-43-9

Basic information

• Product Name: 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME
• Synonyms: 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME;2-Hydroxy-5-bromobenzaldehyde oxime;5-Bromosalicylaldehyde oxime;5-Bromosalicylaldoxime;4-bromo-2-[(1E)-(hydroxyimino)methyl]phenol
• CAS NO: 82486-43-9
• Molecular Formula: C₇H₆BrNO₂
• Molecular Weight: 216.03
• Mol File: 82486-43-9.mol

Chemical Properties

• Boiling Point: 278.9°C at 760 mmHg
• Flash Point: 122.5°C
• Appearance: /
• Density: 1.983g/cm³
• Vapor Pressure: 0.000503mmHg at 25°C
• Refractive Index: 1.79
• CAS DataBase Reference: 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME(82486-43-9)
• EPA Substance Registry System: 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME(82486-43-9)

Safety Data

• Hazardous Substances Data: 82486-43-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is used as a building block for the synthesis of more complex organic compounds. Its structural features make it a valuable component in creating a wide range of chemical products.
Used in Chemical Reactions:
As a reagent, 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is utilized in various chemical processes to facilitate or catalyze reactions, contributing to the production of desired products.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is used as a reagent in the development of new drugs. Its properties allow it to be integrated into the molecular structures of potential medicinal compounds.
Used in Agricultural Chemical Production:
5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is employed in the production of agricultural chemicals, where its chelating properties can be harnessed to improve the effectiveness of these products.
Used in Dye Manufacturing:
In the dye industry, 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is used in the manufacturing process of dyes. Its chemical structure contributes to the color and stability of the dyes produced.
Used in Industrial Chemical Production:
Beyond dyes, 5-BROMO-2-HYDROXYBENZALDEHYDE OXIME is also utilized in the production of other industrial chemicals, where its reactivity and chelating capabilities are beneficial for creating a variety of chemical products.

InChI:InChI=1/C7H6BrNO2/c8-6-1-2-7(10)5(3-6)4-9-11/h1-4,9,11H/b5-4+

Upstream product

• 1761-61-1 5-bromosalicyclaldehyde 
• 2316-64-5 5-bromo-2-hydroxybenzyl alcohol 

Downstream Products

• 6329-74-4 5-bromo-2-hydroxybenzamide 
• 40530-18-5 5-bromo-2-hydroxybenzonitrile 
• 1761-61-1 5-bromosalicyclaldehyde 
• 862672-11-5 triphenylantimony bis(5-bromo-2-hydroxybenzaldoximate) 
• 422310-78-9 (C₆H₅)4SbONCHC₆H₃(OH)-2-Br-5 
• 422310-83-6 (C₆H₄(Me)-4)4SbONCHC₆H₃(OH)-2-(Br)-5 
• 2199-94-2 6-bromo-2-oxo-2H-1-benzopyran-3-carboxylic acid chloride 
• 2199-87-3 6-bromocoumarin-3-carboxylic acid 
• 837392-65-1 5-bromo-1,2-benzoisoxazole 
• 89-55-4 5-bromosalicyclic acid 

Relevant articles and documents

Solvent-Dependent Oxime-Azide and Oxime-Nitrile Coupling: Crystallographic and Catalytic Studies

This study describes the solvent-dependent conversion of an oxime under identical reaction conditions ([Cu(bipy)Cl2]/NaN3/5-Br-H2salox/TEA=1:2:1:2 molar ratio; bipy=2,2′-bipyridyl, 5-Br-H2salox=5-bromosalicylaldoxime, TEA=triethylamine), but in different solvents. In DMSO/CH2Cl2 (2:1v/v) only tetrazole is formed, whereas iminoacylation in MeCN and simple complexation takes place in MeOH. The formed tetrazole and iminoacylated ligands further undergo complexation with metal ions, as evidenced from single-crystal X-ray diffraction studies and ESI-MS analyses. Mechanistic models have been proposed in which coordination-assisted bonding of sodium azide across the -C=N-OH double bond occurs to form a tetrazole and oxime-MeCN coupling forms an iminoacylated ligand. The former is a catalytic reaction, as evidenced from a turnover number of approximately 50, whereas the latter is stoichiometric in nature. This is the first report to demonstrate the dependence of solvent polarity on oxime transformation reactions through structural elucidation.

METHODS OF FORMING IMINES, IMINE-RELATED AND IMINE-DERIVED COMPOUNDS USING GREEN SOLVENTS

The present disclosure relates to using green solvents to synthesize an array of imines, imine-related and imine-derived compounds in an efficient and eco-friendly matter, satisfying green chemistry requirements. Reaction embodiments are performed using solvents, such as ethyl lactate and dimethyl isosorbide, which are both individually characterized as green. In embodiments, solvents include lactic whey and/or water as co-solvents. In these green solvents, the synthesis process discussed herein can produce up to quantitative yields of product at room temperature in a short duration. Embodiments include a method of forming an imine, imine-related or imine-derived compound product. In embodiments, the methods include mixing an aldehyde reactant with a nucleophilic/nitrogen-containing reactant in a green solvent at a temperature between negative twenty degrees Celsius (?20° C.) and positive fifty degrees Celsius (50° C.); stirring the mixture; and forming an imine, imine-related or imine-derived compound product.

Compounds For The Treatment Of Neuromuscular Disorders

The present invention relates to compounds suitable for treating, ameliorating and/or preventing neuromuscular disorders, including the reversal of drug-induced neuromuscular blockade. The compounds as defined herein preferably inhibit the ClC-1 ion chann

Novel design of recyclable copper(II) complex supported on magnetic nanoparticles as active catalyst for Beckmann rearrangement in poly(ethylene glycol)

Copper complex-functionalized magnetic core–shell nanoparticles (Fe3O4@SiO2-Lig-Cu) were prepared and characterized using various techniques. The activity of the new catalyst was tested for the Beckmann rearrangement. The reaction conditions allow for the conversion of a wide variety of aldoximes, including aromatic and heterocyclic ones, to amides in good to excellent yields. High efficiency, mild reaction conditions, easy work-up, use of poly(ethylene glycol) as a green medium and simple purification of products are important advantages of this system. Moreover, the eco-friendly heterogeneous nanocatalyst could be easily recovered from the reaction mixture using an external magnet and reused several times.

Calculation and experimental measurement of paramagnetic NMR parameters of phenolic oximate Cu(II) complexes

We present a strategy for predicting the unusual 1H and 13C shifts in NMR spectra of paramagnetic bisoximato copper(ii) complexes using DFT. We demonstrate good agreement with experimental measurements, although 1H-13C correlation spectra show that a combined experimental and theoretical approach remains necessary for full assignment.

Preparation method for 4-substituted piperidine derivative

The invention discloses a preparation method for a 4-substituted piperidine derivative, i.e., 4-((2-(aminomethyl)-4-bromophenoxyl)methyl)piperidine-1-t-butyl formate. According to the invention, 5-bromo-2-hydroxybenzaldehyde is used as a starting material and subjected to oximation, elimination, etherification and catalytic hydrogenation so as to prepare the target derivative. The prepared derivative is an important medical intermediate.

Method for preparing piperazine derivatives

The invention discloses a method for preparing piperazine derivatives 4-((2-(cyanobenzylamine hydrochloride)-4-bromobenzene oxygroup) methyl) piperazine-1-tert-butyl formate. The piperazine derivatives are made of 5-bromine-2-hydroxybenzaldehyde which is used as a starting material. The method includes carrying out oximation, elimination, etherification and catalytic hydrogenation reaction to obtain target products. The method has the advantage that the piperazine derivatives which are chemical compounds are important pharmaceutical intermediates.

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

A versatile and green mechanochemical route for aldehyde-oxime conversions

A robust, facile and solvent-free mechanochemical path for aldehyde-oxime transformations using hydroxylamine and NaOH is explored; the method is suitable for aromatic and aliphatic aldehydes decorated with a range of substituents. This journal is

Heck cross-coupling for synthesizing metal-complexing monomers

New polymerizable ligands for complexing metal ions have been synthesized. The polymerizable ligands were made by Heck cross-coupling of aromatic bromides with high pressure ethylene gas under mild conditions at room temperature. The vinyl substituted ligands were prepared in good yields and characterized by GC-MS, FT-NMR, FT-IR and microanalysis. Georg Thieme Verlag Stuttgart.