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2-Quinolinone

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Identification
Molecular formula
C9H7NO
CAS number
59-31-4
IUPAC name
1H-quinolin-2-one
State
State

At room temperature, 2-Quinolinone is typically in a solid state as a crystalline powder.

Melting point (Celsius)
206.00
Melting point (Kelvin)
479.15
Boiling point (Celsius)
244.00
Boiling point (Kelvin)
517.15
General information
Molecular weight
145.16g/mol
Molar mass
145.1580g/mol
Density
1.3080g/cm3
Appearence

2-Quinolinone appears as white to pale yellow crystalline solid. The structure consists of a fused aromatic bicyclic ring, which includes both a benzene and a pyridine component.

Comment on solubility

Solubility of 1H-quinolin-2-one (C9H7NO)

1H-quinolin-2-one exhibits a unique solubility profile that can be influenced by factors such as temperature and polarity of the solvent. Here are some notable points regarding its solubility:

  • Solvent Compatibility: This compound is generally considered to be insoluble in water due to its relatively non-polar character, which hinders its interaction with polar water molecules.
  • Organic Solvents: However, it shows good solubility in various organic solvents such as:
    • Alcohols (e.g., ethanol, methanol)
    • Aromatic hydrocarbons (e.g., toluene, benzene)
    • Chlorinated solvents (e.g., chloroform)
  • Temperature Effects: Increasing temperature can enhance the solubility in organic solvents, making it easier to dissolve in non-polar or less polar environments.

In summary, while 1H-quinolin-2-one demonstrates limited solubility in water, its solubility in organic solvents is quite favorable, making it a compound of interest in various chemical applications.

Interesting facts

Interesting Facts about 1H-quinolin-2-one

1H-quinolin-2-one is a fascinating chemical compound that belongs to the class of quinolines, which are bicyclic compounds known for their unique structure and diverse applications. Here are some engaging insights into this intriguing compound:

  • Structural Features: 1H-quinolin-2-one consists of a quinoline ring with a ketone functional group at the 2-position. This makes it a valuable precursor in synthetic organic chemistry.
  • Pharmaceutical Relevance: This compound has attracted attention in medicinal chemistry thanks to its potential therapeutic properties. Research has revealed that 1H-quinolin-2-one derivatives exhibit antimicrobial, antiviral, and anticancer activities, making them candidates for drug development.
  • Versatile Reactivity: The presence of the carbonyl group in 1H-quinolin-2-one enhances its reactivity, allowing for various chemical transformations. It can act as a building block for synthesizing more complex molecules.
  • Natural Occurrences: Compounds related to 1H-quinolin-2-one are found in various natural sources, including plant extracts, where they contribute to the biological activity of these natural products.
  • Fluorescent Properties: Some derivatives of 1H-quinolin-2-one exhibit fluorescence, making them useful in the development of fluorescent probes for biological studies.

In summary, 1H-quinolin-2-one is not just a compound with a simple structure; it is a gateway to numerous chemical reactions, pharmaceutical developments, and biological investigations. As we delve deeper into its properties and applications, we discover its significant role in modern chemistry.

Synonyms
2-Hydroxyquinoline
59-31-4
Quinolin-2-ol
2-Quinolinol
Carbostyril
Quinolin-2(1H)-one
2(1H)-Quinolinone
2-Quinolone
1H-quinolin-2-one
Quinolinol
quinolone
Quinolinone
70254-42-1
alpha-Quinolone
o-Aminocinnamic acid lactam
1321-40-0
2(1H)-Quinolone
2-Quinolinone
104534-80-7
Quinolones
2-OXOQUINOLINE
MFCD00006743
1,2-dihydroquinolin-2-one
.alpha.-Quinolone
NSC 156783
.alpha.-Hydroxyquinoline
803BHY7QWU
CHEMBL186422
CHEBI:16365
NSC-156783
2-(1H)-QUINOLINONE
alpha-Hydroxyquinoline
Ketoquinoline
Ketoquinolines
Oxoquinolines
Quinolinones
Hydroxyquinoleine
Hydroxyquinoleine [French]
hydroquinolin-2-one
Carbostyril (VAN)
CCRIS 4327
EINECS 200-420-6
UNII-803BHY7QWU
hyroxyquinoline
hydroquinolinone
AI3-00782
1H-quinolinone
quino- lone
1H-quinolone
2-Chinolinol
quinolin-2-one
a-Hydroxyquinoline
3srg
1-H-quinolone
EINECS 274-516-1
2-[1h]-quinolone
quinoline, 2-hydroxy-
starbld0000627
2-HYDROXYQUINOLINE (2-QUINOLINOL)
CARBOSTYRIL [MI]
2-Hydroxyquinoline, 98%
SCHEMBL8621
2-oxo-1,2-dihydroquinoline
HYDROXYQUINOLINE, 2-
MLS004491723
NSC554
DTXSID1058769
CHEBI:18289
CHEBI:23765
DTXSID60879991
NSC-554
HMS3604N04
STR05548
BDBM50366034
MFCD00463096
NSC156783
STK097666
STK414900
AKOS003297745
AKOS015897112
AC-3056
CS-W005598
DB04745
FH40553
GS-6597
PS-4021
SB37816
SB67445
NCGC00166019-01
BP-10114
SMR003288680
SY003693
SY303522
DB-021213
DB-228250
H0304
NS00034131
EN300-67221
C06338
C06415
E82978
10.14272/LISFMEBWQUVKPJ-UHFFFAOYSA-N.1
AC-907/25014359
doi:10.14272/LISFMEBWQUVKPJ-UHFFFAOYSA-N.1
Q27095480
Z57473020
F0001-1542
InChI=1/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11