Skip to main content

Indol-3-yl acetate

ADVERTISEMENT
Identification
Molecular formula
C10H9NO2
CAS number
[3558-24-5]
IUPAC name
1H-indol-3-yl acetate
State
State

At room temperature, Indol-3-yl acetate is a solid compound. It exists in a stable crystalline form.

Melting point (Celsius)
66.00
Melting point (Kelvin)
339.15
Boiling point (Celsius)
369.40
Boiling point (Kelvin)
642.55
General information
Molecular weight
175.19g/mol
Molar mass
175.1970g/mol
Density
1.2210g/cm3
Appearence

Indol-3-yl acetate typically appears as a pale yellow to light brown solid. It consists of a crystalline structure and may emit a faint, characteristic odor. The compound's appearance can vary slightly depending on its purity and the presence of any impurities.

Comment on solubility

Solubility of 1H-indol-3-yl acetate

1H-indol-3-yl acetate, known for its interesting structure and reactivity, demonstrates notable solubility characteristics that can greatly influence its applications. Generally, this compound is considered to be:

  • Slightly soluble in water, which is attributed to the presence of the indole ring and the acetate group that provide some polar character.
  • More soluble in organic solvents such as ethanol, methanol, and chloroform, making it suitable for use in various organic reactions and analyses.
  • Prone to solubility **enhancement** by the formation of hydrogen bonds with polar solvents, leading to a better dissolution process.

This varying solubility can be summarized by the following points:

  1. The interplay between the hydrophobic aromatic indole portion and the polar ester group influences overall solubility.
  2. Temperature changes and the addition of co-solvents can further modify solubility levels and enhance the compound's utility in different scenarios.
  3. Understanding solubility is essential for predicting the compound's behavior in biological systems and synthetic processes.

In summary, while 1H-indol-3-yl acetate exhibits limited water solubility, its higher affinity for organic solvents reveals its potential in various chemical applications. Consistent examination of solubility factors allows for an adaptable approach in research and industrial settings.

Interesting facts

Interesting Facts about 1H-indol-3-yl Acetate

1H-indol-3-yl acetate is a fascinating compound that emerges from the world of organic chemistry, particularly known for its intriguing structural characteristics and biological significance. Here are some key points to consider:

  • Structural Insights: This compound features the indole ring system, which consists of a benzene fused to a pyrrole ring. The presence of an acetate group at the 3-position enhances its reactivity and solubility, contributing to its diverse applications.
  • Biological Relevance: 1H-indol-3-yl acetate is noted for its role in various biological processes. It has been studied for its potential as a plant growth regulator, enabling enhanced growth and development in certain species.
  • Flavor and Fragrance: The compound is recognized for its pleasant aroma, often associated with floral and fruity notes. This makes it a candidate for use in the fragrance industry and as a flavoring agent in food.
  • Pharmaceutical Potential: Researchers are investigating its therapeutic properties, particularly in the field of medicinal chemistry. The indole backbone is a pivotal structure in many bioactive compounds, including drugs that demonstrate anti-cancer and anti-inflammatory properties.

In the words of renowned chemist Robert H. Grubbs, "The future of chemistry is the synthesis of new materials and the discovery of new compounds that can change our world." 1H-indol-3-yl acetate certainly fits this description, as its unique properties promise a wealth of opportunities for innovation and discovery.

In summary, with its structural elegance and multifaceted roles in nature, 1H-indol-3-yl acetate is a remarkable compound that continues to capture the interest of scientists across various fields.

Synonyms
Indoxyl acetate
3-Acetoxyindole
608-08-2
1H-Indol-3-yl acetate
3-Indoxyl acetate
Indole, 3-acetato-
Indoxyl-O-acetate
Indoxylacetate
Indol-3-ol, acetate (ester)
1H-Indol-3-ol, acetate (ester)
1H-Indol-3-ol, 3-acetate
ACETIC ACID, 3-INDOLYL ESTER
NSC 13964
EINECS 210-154-2
BRN 0143086
DTXSID6060559
5-21-03-00006 (Beilstein Handbook Reference)
IndoxylOacetate
3Acetoxyindole
Indole, 3acetato
1HIndol3ol, 3acetate
Indol3ol, acetate (ester)
Acetic acid, 3indolyl ester
1HIndol3ol, acetate (ester)
DTXCID9042881
Indol3ol, acetate (ester) (8CI)
Indol-3-ol, acetate (ester) (8CI)
210-154-2
3-Indolyl acetate
MFCD00014561
INDOLE ACETATE
Indol-3-ol, acetate
CHEMBL2074590
NSC-13964
acetic acid 1H-indol-3-yl ester
3-acetoxyindol
3-Indoxylacetate
1H-Indol-3-ol, acetate
1H-Indol-3-yl acetate #
SCHEMBL15553
3-INDOXYL-3-ACETATE
F2130-0060
SCHEMBL3174139
CHEBI:169991
Indoxyl acetate, >=95% (GC)
3AF7Z8794Q
NSC13964
BDBM50420240
STK372207
AKOS001281841
AB01158
FI10731
3-Acetoxyindole;1H-Indol-3-yl acetate
CS-12497
SY059874
DB-053710
HY-137884
A0068
CS-0142563
NS00034462
EN300-24658
VU0490361-1
Z199464144