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Isatin

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Identification
Molecular formula
C9H7NO2
CAS number
91-56-5
IUPAC name
5-methylindoline-2,3-dione
State
State

At room temperature, isatin exists as a solid. It is a stable compound under normal conditions.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
147.15g/mol
Molar mass
147.1410g/mol
Density
1.5224g/cm3
Appearence

Isatin typically appears as a yellow to reddish-orange crystalline solid. The exact shade can vary depending on the purity and specific form of the compound.

Comment on solubility

Solubility of 5-methylindoline-2,3-dione

The solubility of 5-methylindoline-2,3-dione, a compound with intriguing properties, can be described as follows:

  • It is primarily soluble in organic solvents such as ethanol, methanol, and dichloromethane.
  • In contrast, it exhibits limited solubility in water, which may be attributed to its relatively non-polar character and the presence of aromatic structures that hinder interactions with polar solvents.
  • Temperature can affect its solubility; typically, increasing temperature can enhance solubility in organic solvents.

As a general guideline, it is essential to remember that:

  1. Polarity plays a crucial role in solubility: compounds tend to be soluble in solvents of similar polarity.
  2. Solvents like DMSO and acetone may also dissolve the compound, albeit to varying extents.
  3. Experimental conditions, including pH adjustments, might improve the solubility characteristics of 5-methylindoline-2,3-dione.

In summary, while 5-methylindoline-2,3-dione showcases good solubility in certain organic solvents, its limited aqueous solubility can pose challenges for applications requiring water-soluble forms.

Interesting facts

Interesting Facts about 5-Methylindoline-2,3-dione

5-Methylindoline-2,3-dione, commonly referred to as a derivative of indoline, is a fascinating organic compound with a variety of applications and significance. Here are some compelling insights about this intriguing chemical:

  • Unique Structure: The compound features a bicyclic structure that includes an indoline moiety, which contributes to its chemical reactivity and stability.
  • Biological Activity: Compounds like 5-methylindoline-2,3-dione are often investigated for their potential biological applications, including antimicrobial and anticancer properties.
  • Versatile Reactivity: The presence of the carbonyl groups in its structure makes it reactive in various chemical reactions. This reactivity is essential for synthetic chemists looking to create more complex chemical structures or develop new materials.
  • Research Applications: It serves as a building block in organic synthesis, particularly in the preparation of more complex pharmaceuticals and agrochemicals.
  • Fluorescent Properties: Some derivatives exhibit interesting fluorescent properties, making them candidates for applications in imaging and sensing technologies.

As stated in a recent study, “The importance of indoline derivatives in medicinal chemistry is underlined by their numerous biological activities, paving the way for innovative therapeutic agents.” This nomenclature not only highlights the compound's relevance in the field of drug discovery but also reinforces the **vital role** played by structural modifications in enhancing bioactivity.

In the realm of chemistry, studying compounds like 5-methylindoline-2,3-dione opens up avenues for groundbreaking discoveries that bridge the gap between chemistry and medicine. Its structural features and reactivity serve as a reminder of the intricate beauty found within organic compounds.

Synonyms
5-Methylisatin
608-05-9
5-Methyl-1H-indole-2,3-dione
5-Methylindole-2,3-dione
1H-Indole-2,3-dione, 5-methyl-
INDOLE-2,3-DIONE, 5-METHYL-
Isatin, 5-methyl-
5-Methyl-2,3-indolinedione
5-Methyl-indole-2,3-dione
5-Methylindole-2,3(1H)-dione
AK8XAB7PS8
NSC 9398
EINECS 210-152-1
BRN 0123738
NSC-9398
DTXSID00209637
5-21-11-00179 (Beilstein Handbook Reference)
5-METHYL-2,3-DIHYDRO-2,3-DIOXOINDOLE
Isatin, 5-methyl-(6CI)
DTXCID50132128
1H-Indole-2,3-dione, 5-methyl-(9CI)
5-Methylindoline-2,3-dione
5-Methyl-2,3-Dihydro-1H-Indole-2,3-Dione
MFCD00005721
5-methyl isatin
5-Methylisatin, 95%
Indole-2, 5-methyl-
UNII-AK8XAB7PS8
Cambridge id 5100729
Isatin-based compound, 30
1H-Indole-2, 5-methyl-
SCHEMBL281743
CHEMBL118883
BDBM22810
VAJCSPZKMVQIAP-UHFFFAOYSA-
NSC9398
ALBB-014097
BCP05738
STR03374
5-Methyl-1H-indole-2,3-dione #
STK151660
AKOS000200894
CS-W010873
FM38396
FS-3425
UPCMLD0ENAT5609752:001
2,3-Dihydro-5-methylindole-2,3-dione
AC-11497
SY007230
DB-003539
EU-0035352
M1703
NS00034461
EN300-12135
O11477
SR-01000403974
SR-01000403974-1
Z56899023
F0266-0774
InChI=1/C9H7NO2/c1-5-2-3-7-6(4-5)8(11)9(12)10-7/h2-4H,1H3,(H,10,11,12)