5-NONYLSALICYLALDEHYDE OXIME

5-Nonylsalicylaldehyde oxime is primarily used as a solvent-extraction reagent for copper.
5-Nonylsalicylaldehyde oxime is widely associated with copper recovery from aqueous leach solutions generated during hydrometallurgical processing.
5-Nonylsalicylaldehyde oxime can be used to selectively extract Cu(II) from acidic aqueous solutions into an organic phase.

CAS Number: 50849-47-3
EC Number / EINECS Number: 256-798-8
Molecular Formula: C16H25NO2
Molecular Weight: 263.38 g/mol

SYNONYMS:
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5-Nonylsalicylaldehyde oxime is an organic hydroxyoxime compound containing a phenolic hydroxyl group, an oxime functional group, and a long nine-carbon nonyl chain.
5-Nonylsalicylaldehyde oxime's systematic name is 2-[(E)-(hydroxyimino)methyl]-4-nonylphenol.
5-Nonylsalicylaldehyde oxime is an organic compound characterized by its structure, which includes a nonyl group attached to a salicylaldoxime moiety.

5-Nonylsalicylaldehyde oxime typically exhibits properties such as being a pale yellow to brown solid or liquid, depending on its purity and specific formulation.
5-Nonylsalicylaldehyde oxime is known for its chelating ability, particularly in the extraction and separation of metal ions, making it valuable in hydrometallurgy and analytical chemistry.

The presence of the hydroxyl and oxime functional groups contributes to its reactivity and solubility in various organic solvents.
5-Nonylsalicylaldehyde oxime, with the chemical formula C15H25NO2 and CAS registry number 50849-47-3, is a compound known for its potential applications in various fields.
5-Nonylsalicylaldehyde oxime, also referred to as 2-Hydroxy-5-nonylbenzaldoxime, is characterized by its hydroxy, nonyl, benzaldehyde, and oxime functional groups.

5-Nonylsalicylaldehyde oxime may have properties that make it suitable for use as a chelating agent, a corrosion inhibitor, or a ligand in coordination chemistry.
5-Nonylsalicylaldehyde oxime (CAS 50849-47-3, C16H25NO2) is a colorless solid, widely used in the synthesis of organic compounds, with the special property of being a versatile building block in organic chemistry, playing a crucial role in the development of pharmaceuticals and agrochemicals.

5-Nonylsalicylaldehyde oxime is an organic compound that belongs to the chemical species of acidic hydroxyl group.
5-Nonylsalicylaldehyde oxime is a chromatographic method for determining transport rates.
Salicylaldoxime, which has a similar structure, is used as an extractant for polymeric matrices and this reaction can be catalyzed by magnesium salt.
The optimal reaction time for 5-Nonylsalicylaldehyde oxime is in the range of 5 minutes to 10 hours at room temperature.

USES and APPLICATIONS of 5-NONYLSALICYLALDEHYDE OXIME:
5-Nonylsalicylaldehyde oxime is particularly important as a chelating extractant for copper, where it is used in solvent-extraction processes for the recovery and purification of copper from aqueous leach solutions.
5-Nonylsalicylaldehyde oxime is an amphiphilic molecule: its polar phenolic/oxime region coordinates metal ions, while its long hydrocarbon chain favors solubility in the organic phase used during solvent extraction.

5-Nonylsalicylaldehyde oxime's applications extend beyond metal ion extraction to potential uses in pharmaceuticals and agrochemicals, where its unique chemical properties can be harnessed.
5-Nonylsalicylaldehyde oxime is significant in both industrial and research settings due to its versatile chemical behavior and functional characteristics.

5-Nonylsalicylaldehyde oxime, a compound renowned for its exceptional chelating properties, plays a pivotal role in combatting heavy metal toxicity.
Furthermore, 5-Nonylsalicylaldehyde oxime's antioxidant capabilities aid in shielding cells from the pernicious effects of reactive oxygen species, providing a multifaceted approach to environmental and health protection.

5-Nonylsalicylaldehyde oxime is a high-efficiency copper extraction agent, which is widely used in the extraction and separation of copper elements.
5-Nonylsalicylaldehyde oxime is primarily used as a solvent-extraction reagent for copper.
5-Nonylsalicylaldehyde oxime is widely associated with copper recovery from aqueous leach solutions generated during hydrometallurgical processing.

5-Nonylsalicylaldehyde oxime can be used to selectively extract Cu(II) from acidic aqueous solutions into an organic phase.
5-Nonylsalicylaldehyde oxime is used in copper solvent-extraction circuits in which copper is transferred from a pregnant leach solution into an organic extractant phase and subsequently stripped into an aqueous electrolyte.

5-Nonylsalicylaldehyde oxime is particularly valuable in the recovery and purification of copper from complex mineral-processing solutions.
5-Nonylsalicylaldehyde oxime can also be used in research on copper solvent extraction, liquid-liquid extraction, metal-ion separation, interfacial chemistry, and hydrometallurgy.
5-Nonylsalicylaldehyde oxime has been investigated for extraction of copper from chloride-containing solutions and other aqueous systems.

5-Nonylsalicylaldehyde oxime has also been used in analytical extraction procedures for preconcentration and separation of copper prior to instrumental analysis.
It has been shown that 5-Nonylsalicylaldehyde oxime can be used as a copper complex catalyst in the synthesis of polymeric matrixes with kinetic data.
Research has demonstrated its use in extraction procedures coupled with ICP-MS analysis, where 5-Nonylsalicylaldehyde oxime can assist in matrix separation and analyte preconcentration.

BENEFITS AND ADVANTAGES of 5-NONYLSALICYLALDEHYDE OXIME:
A major advantage of 5-nonylsalicylaldehyde oxime is its strong and selective interaction with copper ions.
5-Nonylsalicylaldehyde oxime's amphiphilic structure allows the molecule to combine effective metal coordination with solubility in an organic extraction phase.
5-Nonylsalicylaldehyde oxime's long nonyl chain helps retain the copper complex in the organic phase.

Its reversible metal-binding behavior makes 5-Nonylsalicylaldehyde oxime suitable for repeated extraction and stripping cycles.
5-Nonylsalicylaldehyde oxime can provide high copper recovery under appropriate hydrometallurgical conditions.

5-Nonylsalicylaldehyde oxime can contribute to the selective separation of copper from solutions containing other metal ions.
5-Nonylsalicylaldehyde oxime's use in solvent extraction can allow copper to be concentrated from relatively dilute aqueous solutions.
5-Nonylsalicylaldehyde oxime is also useful for research because its behavior can be systematically studied by changing diluents, modifiers, pH, temperature, and phase ratios.

MOLECULAR STRUCTURE AND CHARACTERISTICS of 5-NONYLSALICYLALDEHYDE OXIME:
5-Nonylsalicylaldehyde oxime contains a substituted aromatic ring with three important structural features: a phenolic hydroxyl group, an oxime-containing side chain, and a nonyl hydrocarbon substituent.
The phenolic hydroxyl group and oxime functionality form the polar, metal-binding portion of the molecule.
The nonyl chain provides a strongly hydrophobic portion that favors the partitioning of the molecule into an organic solvent phase.

This combination gives 5-Nonylsalicylaldehyde oxime amphiphilic behavior, which is one of the most important characteristics responsible for its usefulness in liquid-liquid solvent extraction.
Scientific studies specifically describe 5-nonylsalicylaldoxime as an amphiphilic molecule whose polar chelating region binds metal ions, particularly Cu(II), while the long alkyl chain promotes dissolution in the organic diluent.

CHEMICAL CHARACTERISTICS of 5-NONYLSALICYLALDEHYDE OXIME:
5-Nonylsalicylaldehyde oxime is a phenolic hydroxyoxime and functions as a metal-chelating ligand.
The oxime group contains the hydroxyimino functionality, while the adjacent phenolic oxygen provides another important donor site.
The arrangement of the phenolic and oxime groups allows the molecule to form stable chelate complexes with suitable metal ions.

5-Nonylsalicylaldehyde oxime's long nonyl group substantially increases hydrophobicity compared with smaller salicylaldoximes.
5-Nonylsalicylaldehyde oxime therefore combines metal-binding capability with strong affinity for organic diluents.
5-Nonylsalicylaldehyde oxime's calculated pKa of approximately 9.32 is consistent with a weakly acidic phenolic/oxime system, although the exact acid-base behavior depends on the molecular form and experimental conditions.

METAL-CHELATING PROPERTIES of 5-NONYLSALICYLALDEHYDE OXIME:
The most commercially important characteristic of 5-nonylsalicylaldehyde oxime is its ability to coordinate metal ions.
5-Nonylsalicylaldehyde oxime is especially effective for Cu(II) extraction.
During solvent extraction, 5-Nonylsalicylaldehyde oxime interacts with copper ions at the aqueous/organic interface and forms a copper–oxime complex that preferentially enters the organic phase.

The process is generally reversible.
After copper loading, an acidic stripping solution can be used to transfer copper back into an aqueous phase.
This reversibility is essential for industrial hydrometallurgical copper recovery because the organic extractant can be recycled between extraction and stripping stages.
Studies describe the copper extraction mechanism of 5-nonylsalicylaldoxime as involving cation exchange and formation of a copper–oxime complex.

CHARACTERISTICS of 5-NONYLSALICYLALDEHYDE OXIME:
5-Nonylsalicylaldehyde oxime is essentially a long-chain organic metal-extracting molecule.
5-Nonylsalicylaldehyde oxime's structure has a metal-binding end and a hydrocarbon end.
The metal-binding portion interacts strongly with copper ions, while the long nonyl chain makes 5-Nonylsalicylaldehyde oxime sufficiently hydrophobic to remain mainly in an organic extraction phase.

This structural combination is the key reason 5-Nonylsalicylaldehyde oxime is useful in copper hydrometallurgy.
5-Nonylsalicylaldehyde oxime can selectively remove copper from an aqueous solution, transfer the copper into an organic phase, and subsequently release the copper during acidic stripping.
The organic extractant can then be reused.

5-Nonylsalicylaldehyde oxime is therefore much more important as an industrial metal-extraction reagent and hydrometallurgical chemical than as a general-purpose laboratory reagent.
5-Nonylsalicylaldehyde oxime is also important analytically because its copper-chelating properties can be exploited for separation and preconcentration before instrumental analysis.

INDUSTRIAL COPPER EXTRACTION of 5-NONYLSALICYLALDEHYDE OXIME:
The most important application of 5-Nonylsalicylaldehyde oxime is copper solvent extraction.
In a typical process, an organic phase contains the hydroxyoxime extractant dissolved in an organic diluent.
The organic phase is contacted with an aqueous copper-bearing solution.

Copper ions transfer from the aqueous phase to the organic phase through coordination with the oxime.
The loaded organic phase is then separated from the aqueous phase.
The copper is subsequently stripped from the organic phase using an acidic aqueous solution.

The regenerated organic extractant can then be recycled to the extraction stage.
This extraction–stripping cycle allows copper to be concentrated and purified without requiring the entire aqueous leach solution to undergo conventional precipitation or other bulk separation processes.
Phenolic oximes such as 5-Nonylsalicylaldehyde oxime are extensively used in copper recovery and are important commercial extractants in hydrometallurgical copper production.

PHYSICAL and CHEMICAL PROPERTIES of 5-NONYLSALICYLALDEHYDE OXIME:
Chemical Name: 5-Nonylsalicylaldehyde oxime
IUPAC Name: 2-[(E)-(hydroxyimino)methyl]-4-nonylphenol
CAS Number: 50849-47-3
EC Number / EINECS Number: 256-798-8
PubChem CID: 135478032
Molecular Formula: C16H25NO2
Molecular Weight: 263.38 g/mol
Exact Mass: 263.1885 g/mol
Molecular Type: Organic hydroxyoxime
Chemical Class: Phenolic oxime / salicylaldoxime derivative

Physical Form: Reported as a brown viscous liquid or yellow liquid depending on source and commercial material.
SMILES: CCCCCCCCCc1ccc(O)c(C=NO)c1
InChIKey: MJUVQSGLWOGIOB-GHRIWEEISA-N
MDL Number: MFCD03788246
EPA DSSTox ID: DTXSID3029368
FDA UNII: 44ETY4538X
CBNumber:CB9463503
Sum formula:C16H25NO2
Molecular weight:263.38
Boiling point:395.8±35.0 °C (Predicted)

density1.01
pka9.32±0.50(Predicted)
EPA chemical information2-Hydroxy-5-nonylbenzaldoxime (50849-47-3)Molecular Weight:263.37
XLogP3:5.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:263.188529040
Monoisotopic Mass:263.188529040
Topological Polar Surface Area:52.8
Heavy Atom Count:19

Complexity:243
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Appearance: Brown viscous liquid according to ChemicalBook; other commercial sources describe it as a yellow liquid.
Physical State: Liquid.
Molecular Formula: C16H25NO2.
Molecular Weight: 263.38 g/mol.
Exact Mass: 263.1885 g/mol.
Density: approximately 1.01 g/cm³.

Boiling Point: approximately 395.8 ± 35.0 °C at 760 mmHg, reported as a predicted value.
Flash Point: approximately 253.5 ± 15.2 °C, reported as a predicted value.
pKa: approximately 9.32 ± 0.50, reported as a predicted value.
LogP: approximately 5.9–6.59, depending on the computational method/database.
Topological Polar Surface Area: approximately 52.82 Ų.
Hydrogen Bond Donor Count: 2.
Hydrogen Bond Acceptor Count: 3.
Rotatable Bond Count: approximately 9.
Formal Charge: 0.
Heavy Atom Count: 19.

Vapor Pressure: reported as extremely low at 25 °C; one database gives approximately 0 mmHg.
Refractive Index: approximately 1.514 in a predicted/compiled property dataset.
Water Solubility: the compound is expected to have low aqueous solubility because of its long nonyl chain and high hydrophobicity; the available databases reviewed did not provide a consistently validated experimental water-solubility value.
Melting Point: not reliably established in the sources reviewed. Chemical databases generally report the melting point as unavailable rather than providing a confirmed experimental value.
Molecular Formula: C16H25NO2
Molar Mass: 263.3752
Density: 1018.5 at 20℃
Vapor Presure: 0.37Pa at 20℃
Appearance: Viscous

Molecular Weight: 263.375
Exact Mass: 263.38
EC Number: 605-717-8
DSSTox ID: DTXSID3029368
HScode: 2928000090
PSA: 52.82000
XLogP3: 6.59
Appearance: Liquid
Density: 1.0±0.1 g/cm3
Boiling Point: 395.8±35.0 °C at 760 mmHg
Flash Point: 253.5±15.2 °C
Refractive Index: 1.514

FIRST AID MEASURES of 5-NONYLSALICYLALDEHYDE OXIME:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of 5-NONYLSALICYLALDEHYDE OXIME:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Observe possible material restrictions. 
Take up dry. 
Dispose of properly. 
Clean up affected area.

FIRE FIGHTING MEASURES of 5-NONYLSALICYLALDEHYDE OXIME:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2) 
Foam 
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of 5-NONYLSALICYLALDEHYDE OXIME:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A 
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of 5-NONYLSALICYLALDEHYDE OXIME:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of 5-NONYLSALICYLALDEHYDE OXIME:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available

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