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5-Bromoisatin

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Identification
Molecular formula
C9H6BrNO2
CAS number
116057-88-6
IUPAC name
5-bromo-1-methyl-indoline-2,3-dione
State
State
At room temperature, 5-bromo-isatin is typically found in a solid state.
Melting point (Celsius)
261.00
Melting point (Kelvin)
534.00
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.00
General information
Molecular weight
238.05g/mol
Molar mass
238.0470g/mol
Density
2.0480g/cm3
Appearence

5-Bromoisatin appears as a yellow to orange crystalline powder.

Comment on solubility

Solubility of 5-bromo-1-methyl-indoline-2,3-dione

The solubility of 5-bromo-1-methyl-indoline-2,3-dione (often referred to in its chemical formula as C10H8BrN1O2) is an intriguing aspect of this compound, largely influenced by its unique structural characteristics.

Key points to consider regarding its solubility include:

  • Polarity: The presence of polar functional groups, such as the carbonyl groups (C=O), contributes to potential interactions with polar solvents.
  • Solvent Compatibility: This compound is expected to exhibit better solubility in organic solvents like dimethyl sulfoxide (DMSO) and acetone, rather than in water.
  • Hydrophobic Considerations: The bromine atom and methyl group may introduce hydrophobic characteristics, further influencing the solubility in aqueous solutions.

As with many organic compounds, predicting solubility can require experimental determination, giving rise to the adage, "Like dissolves like." The intricate balance between polar and nonpolar interactions ultimately dictates how well the compound will dissolve.

In summary, while 5-bromo-1-methyl-indoline-2,3-dione may struggle with solubility in polar solvents, its compatibility with nonpolar or slightly polar solvents opens avenues for diverse applications in organic chemistry.

Interesting facts

Interesting Facts About 5-Bromo-1-Methyl-Indoline-2,3-Dione

5-bromo-1-methyl-indoline-2,3-dione is a fascinating compound widely recognized for its diverse applications in the field of organic chemistry. Here are some key insights into this unique compound:

  • Structural Significance: This compound features an indoline core, which is a bicyclic structure containing both nitrogen and carbon atoms. The presence of a bromine atom at the 5-position enhances its reactivity and electronic properties.
  • Versatile Functions: Because of its structure, 5-bromo-1-methyl-indoline-2,3-dione serves as a crucial intermediate in the synthesis of various bioactive molecules and pharmaceuticals.
  • Natural Product Derivation: Compounds related to indoline have been found in nature, and the study of such structures often leads to the discovery of new drugs, making this compound of significant interest to medicinal chemists.
  • Research Implications: The unique properties of 5-bromo-1-methyl-indoline-2,3-dione prompt ongoing research focused on its role in organic synthesis and material science.
  • Mechanistic Studies: This compound is often studied to understand reaction mechanisms involving electrophilic substitution due to the presence of the bromine atom, which is known to be a good leaving group.

"In every compound lies a potential solution waiting to be discovered." This sentiment holds especially true for 5-bromo-1-methyl-indoline-2,3-dione, as each step in its study leads to deeper insights and innovative applications in various scientific domains.

In summary, the intriguing structure and reactivity of 5-bromo-1-methyl-indoline-2,3-dione make it a compound of great interest, both in academic research and practical applications, highlighting its importance in the vast world of chemistry.

Synonyms
5-Bromo-1-methylisatin
811-795-6
2058-72-2
5-BROMO-1-METHYLINDOLINE-2,3-DIONE
5-bromo-1-methyl-1H-indole-2,3-dione
5-bromo-1-methylindole-2,3-dione
1H-Indole-2,3-dione, 5-bromo-1-methyl-
MFCD00456313
INDOLE-2,3-DIONE, 5-BROMO-1-METHYL-
5-bromo-1-methyl-2,3-dihydro-1H-indole-2,3-dione
5-Bromo-1-methyl-isatin
5-Bromo-1-methyl-indole-2,3-dione
BRN 0153375
1-Methyl-5-Bromisatin
5-bromo-1-methylbenzo[d]azoline-2,3-dione
CBMicro_009561
Cambridge id 5200918
4-21-00-05011 (Beilstein Handbook Reference)
SCHEMBL3005504
DTXSID20174590
GEEDYJPPYNIZLX-UHFFFAOYSA-N
ALBB-023282
SMSF0004447
BBL011717
STK397405
5-Bromo-1-methyl-2,3-indolinedione
AKOS000245357
CB12364
DS-6381
SB66211
SY051137
BIM-0009287.P001
DB-317201
DB-368304
B4779
CS-0041627
EU-0007152
EN300-235854
SR-01000453849
SR-01000453849-1
F0381-0765