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5-Nitroso-8-hydroxyquinoline

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Identification
Molecular formula
C9H6N2O2
CAS number
17320-94-2
IUPAC name
5-nitrosoquinolin-8-ol
State
State

5-Nitroso-8-hydroxyquinoline is a solid at room temperature. Its characteristic yellow coloration makes it easily identifiable as a nitroso derivative of hydroxyquinoline.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
611.00
Boiling point (Kelvin)
884.15
General information
Molecular weight
174.16g/mol
Molar mass
174.1550g/mol
Density
1.4270g/cm3
Appearence

5-Nitroso-8-hydroxyquinoline appears as a yellow crystalline solid. It has a bright yellow coloration which is typical for nitroso compounds. The crystals can be either needle-like or lumpy, depending on the recrystallization process used.

Comment on solubility

Solubility of 5-nitrosoquinolin-8-ol

5-nitrosoquinolin-8-ol, with its unique structure, exhibits interesting solubility properties in various solvents. As this compound contains both a quinoline ring and a nitroso group, its solubility can be influenced by several factors. Below are some key points regarding its solubility:

  • Aqueous Solubility: Generally, compounds with hydroxyl groups exhibit better solubility in water. However, the overall aqueous solubility of 5-nitrosoquinolin-8-ol can be limited due to its aromatic nature and potential hydrophobic interactions.
  • Polar Organic Solvents: This compound tends to be more soluble in polar organic solvents such as alcohols (e.g., methanol, ethanol) or dimethyl sulfoxide (DMSO) due to the ability of these solvents to interact favorably with the nitroso and hydroxyl functionalities.
  • Non-Polar Solvents: In non-polar solvents, such as hexane, the solubility is expected to be low, as the hydrophobic parts of the molecule cannot interact effectively with the non-polar solvent.

In summary, while 5-nitrosoquinolin-8-ol shows a tendency towards enhanced solubility in polar environments, the combination of its functional groups and aromatic structure can lead to complex solvation behavior. This makes it essential to consider various solvent contexts when assessing its solubility potential.

Interesting facts

Exploring 5-Nitrosoquinolin-8-ol

5-Nitrosoquinolin-8-ol is an intriguing compound with significant implications in various fields of chemistry and biology. Here are some fascinating facts about this compound:

  • Structural Importance: The presence of a nitroso group facilitates unique reactivity patterns, making 5-nitrosoquinolin-8-ol a subject of interest in synthetic organic chemistry.
  • Biological Activity: Compounds with a quinoline backbone are known for their diverse biological activities, including antibacterial and antifungal properties. Research on 5-nitrosoquinolin-8-ol indicates potential pharmacological applications.
  • Research Potential: The compound is being studied for its effects in biological systems, paving the way for novel drug discovery in the fight against various diseases.
  • Synthetic Applications: The ability to modify quinolin derivatives opens avenues for creating new compounds with desirable properties, such as improved efficacy or reduced toxicity in pharmaceuticals.
  • Environmental Significance: Understanding compounds like 5-nitrosoquinolin-8-ol can aid in environmental research, particularly in understanding pollutant behavior and transformation in nature.

In summary, 5-nitrosoquinolin-8-ol exemplifies the intersection of organic chemistry and biological research. Its unique features and potential applications make it a valuable compound worthy of further exploration in scientific studies.

Synonyms
5-Nitroso-8-hydroxyquinoline
3565-26-2
5-Nitrosoquinolin-8-ol
5-Nitroso-8-quinolinol
8-QUINOLINOL, 5-NITROSO-
Hydron III
5-Nitrosooxine
5-Nitroso-8-cinnolinol
8-Hydroxy-5-nitrosoquinoline
NSC-3852
RMH-79
EINECS 222-650-6
P302KW5VDN
BRN 0135353
DTXSID5063079
5-21-11-00262 (Beilstein Handbook Reference)
DTXCID0039069
NSC 3852
NSC3852
MLS000775787
SMR000369353
5-?Nitroso-?quinolin-?8-?ol
quinoline, 8-hydroxy-5-nitroso-
5-Nitroso-oxine
MFCD00041862
UNII-P302KW5VDN
NCIMech_000145
cid_19103
SCHEMBL105461
WLN: T66 BNJ GNO JQ
5-(hydroxyimino)quinolin-8-one
CHEMBL1479316
BDBM68169
CHEBI:191001
HMS2768N15
HMS3269O05
HMS3414P13
HMS3678P11
(5Z)-5,8-quinolinedione 5-oxime
ALBB-023716
CCG-35355
HB1392
STL582177
(5Z)-5-hydroxyimino-quinolin-8-one
AKOS001053136
CS-W017510
SB67467
NCGC00161886-01
NCGC00161886-02
FN131485
NCI60_003678
N0270
NS00029895
EN300-03092
D94646
Z56922102