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Salicylaldoxime

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Identification
Molecular formula
C7H7NO2
CAS number
94-67-7
IUPAC name
2-hydroxybenzaldehyde oxime
State
State

At room temperature, salicylaldoxime is typically a solid. It is generally considered to be stable under normal conditions but should be stored in a tightly closed container to avoid degradation.

Melting point (Celsius)
58.00
Melting point (Kelvin)
331.20
Boiling point (Celsius)
315.60
Boiling point (Kelvin)
588.80
General information
Molecular weight
137.14g/mol
Molar mass
137.1440g/mol
Density
1.2160g/cm3
Appearence

Salicylaldoxime appears as a white to yellow crystalline solid. It can also present itself in the form of a powder. It is not particularly notable for its odor.

Comment on solubility

Solubility of 2-hydroxybenzaldehyde oxime

2-hydroxybenzaldehyde oxime, also known as salicylaldehyde oxime, exhibits variable solubility characteristics that largely depend on factors such as temperature and the solvent used. Here are some insights into its solubility:

  • Solvent Types:
    • It is generally soluble in polar solvents such as water, ethanol, and methanol.
    • Less soluble in non-polar solvents, indicating a preference for hydrogen bonding interactions.
  • Temperature Effects:
    • Increased temperatures can enhance the solubility due to the increase in molecular kinetic energy.
    • Cooling the solution may lead to a decrease in solubility, possibly resulting in crystallization.
  • Common Uses:
    • Its solubility properties make it a useful compound in organic synthesis and analytical chemistry.
    • Works effectively in solutions where strong intermolecular forces can be exploited.

As a general rule, the solubility of 2-hydroxybenzaldehyde oxime can be summarized by the idea that it is more compatible with environments that allow for hydrogen bonding and dipole interactions. Therefore, when working with this compound, one should consider solvent selection carefully to achieve the desired solubility and reactivity.

Interesting facts

Interesting Facts about 2-Hydroxybenzaldehyde Oxime

2-Hydroxybenzaldehyde oxime, commonly referred to as salicylaldehyde oxime, is an intriguing compound that exhibits both structural and functional characteristics making it significant in various fields.

Chemical Structure and Properties

The compound features an oxime functional group attached to the benzaldehyde backbone. This unique combination lends itself to a variety of applications:

  • Antioxidant Properties: It has demonstrated potential antioxidant capabilities, which can be crucial in preventing oxidative stress in biological systems.
  • Coordination Chemistry: The presence of the oxime group allows it to participate in metal complexation, making it valuable in coordination chemistry.
  • Biological Activity: Research has indicated that compounds like 2-hydroxybenzaldehyde oxime exhibit antifungal and antibacterial properties, making them of interest in pharmacological studies.

Applications

The versatility of this compound extends to multiple industries:

  • Pharmaceuticals: It can serve as a building block for synthesizing more complex pharmaceuticals.
  • Organic Synthesis: Often utilized in synthetic organic chemistry for the preparation of various derivatives.
  • Research: It is frequently studied in the context of chemical reactions involving the formation of heterocycles.

Fun Fact

Interestingly, the reaction to form the oxime from its parent aldehyde represents a classical example of the condensation reaction, highlighting how functional groups can transform and create entirely new compounds.

Overall, 2-hydroxybenzaldehyde oxime stands as a testament to the creative potential of organic synthesis, showcasing how simple modifications to molecular structures can lead to a broad spectrum of applications and functionalities in science.

Synonyms
Salicylaldoxime
94-67-7
2-(hydroxyiminomethyl)phenol
Salicylaldehyde oxime
DTXSID9052638
(E)-2-hydroxybenzaldehyde oxime
o-hydroxyphenylnitrone
Salicylideneaminoalcohol
BENZALDEHYDE, 2-HYDROXY-, OXIME, [C(E)]-
2-hydroxybenzaldehyde-oxime
benzaldehyde oxime, 2-hydroxy-
SCHEMBL5348198
DTXCID0031211
AKOS025243587
FS11888
DB-057519
NS00041063
Salicylaldehyde oxime;2-Hydroxybenzaldehyde oxime