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Indole-3-acetone

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Identification
Molecular formula
C10H9NO
CAS number
771-97-1
IUPAC name
1-(1H-indol-3-yl)ethanone
State
State

Indole-3-acetone is in a solid state at room temperature, appearing as a crystalline powder.

Melting point (Celsius)
188.00
Melting point (Kelvin)
461.15
Boiling point (Celsius)
317.00
Boiling point (Kelvin)
590.15
General information
Molecular weight
159.19g/mol
Molar mass
159.1850g/mol
Density
1.1810g/cm3
Appearence

The compound typically appears as an off-white crystalline powder. It may have a faint, characteristic odor, which can be slightly sweet and floral or reminiscent of indole derivatives.

Comment on solubility

Solubility of 1-(1H-indol-3-yl)ethanone

1-(1H-indol-3-yl)ethanone, also known as indole-3-acetone, exhibits varying solubility characteristics that can be intriguing from a chemical perspective. The solubility of this compound is influenced by several factors:

  • Polarity: As an organic compound, 1-(1H-indol-3-yl)ethanone has both polar and nonpolar characteristics due to the indole structure, which can affect its overall solubility in different solvents.
  • Solvent Type: It is generally soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), but shows limited solubility in water, primarily due to its hydrophobic indole ring.
  • Temperature Dependence: The solubility may increase with temperature, an important consideration for applications involving higher temperatures.

In summary, while 1-(1H-indol-3-yl)ethanone is soluble in certain organic solvents, its limited solubility in water suggests that it may be more effective in organic reaction environments. Understanding these solubility traits can aid in effectively utilizing this compound in various chemical applications.

Interesting facts

Interesting Facts about 1-(1H-indol-3-yl)ethanone

1-(1H-indol-3-yl)ethanone is a fascinating compound that bridges the realms of organic chemistry and biological research. Known for its structural relationship to the indole class of compounds, it is often featured in studies related to medicinal chemistry and pharmacology.

Key Highlights:

  • Indole Framework: This compound contains the indole moiety, which is integral to many biologically active molecules. Indole derivatives are commonly found in natural products and are known for their diverse pharmacological activities.
  • Biological Activity: Research indicates that compounds similar to 1-(1H-indol-3-yl)ethanone exhibit a range of biological properties, including potential anti-cancer effects, anti-inflammatory capabilities, and possible neuroprotective actions.
  • Versatile Synthetic Routes: Chemists can synthesize this compound using various methods. The accessibility and reactivity of the indole ring make it an attractive target for synthetic chemistry.
  • Role in Drug Development: The study of 1-(1H-indol-3-yl)ethanone has implications in drug design, particularly in the development of new therapeutic agents aimed at treating complex diseases.

In the words of renowned chemist Robert H. Grubbs, "Underlying all of chemistry is the structure of molecules, which dictates their function and reactivity." This statement rings true for 1-(1H-indol-3-yl)ethanone, where its unique structure opens doors to understanding more about its role in various chemical and biological processes.

In summary, 1-(1H-indol-3-yl)ethanone exemplifies how a simple compound can have profound implications in science and medicine, underscoring the interconnectedness of molecular architecture and biological activity.

Synonyms
3-Acetylindole
703-80-0
1-(1H-Indol-3-yl)ethanone
3-Acetyl-1H-indole
Ethanone, 1-(1H-indol-3-yl)-
Acetyl-3-indole
KETONE, INDOL-3-YL METHYL
3-Indolyl methyl ketone
Acetyl-3-indole [French]
NSC 58084
EINECS 211-875-5
UNII-0HAT270V6U
NSC 47180
BRN 0122579
0HAT270V6U
AI3-51299
NSC-47180
NSC-58084
DTXSID10220570
5-21-08-00297 (Beilstein Handbook Reference)
DTXCID40143061
Ethanone, 1-(1H-indol-3-yl)-(9CI)
211-875-5
vuimbzizzfsqee-uhfffaoysa-n
1-(1H-indol-3-yl)-ethanone
3-acetyl indole
MFCD00005626
Indol-3-yl methyl ketone
1-(1H-indol-3-yl)ethan-1-one
Ethanone, 1-(1H-indol-3-yl)- (9CI)
CHEMBL553944
1-(1~{h}-Indol-3-Yl)ethanone
WLN: T56 BMJ DV1
5RN
3-Acetylindole, 98%
SCHEMBL50742
ethanone, 1-(3-indolyl)-
F1727-0313
1-(1H-Indol-3-yl)ethanone #
CHEBI:231280
ALBB-016823
BCP26519
NSC47180
NSC58084
STR01618
BDBM50591351
STK802653
AKOS000269096
AB00460
AC-4559
CG-0523
CS-W019453
FA10988
NCGC00320872-01
SY003989
DB-011129
A0849
NS00037052
EN300-36200
W10344
AB00375940-03
AN-068/40177744
1-(1H-Indol-3-yl)ethanone;3-Indolyl methyl ketone
Q27236784
8MQ