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Ethyl indole-3-acetate

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Identification
Molecular formula
C12H13NO2
CAS number
120-72-9
IUPAC name
ethyl 2-(1H-indol-3-yl)acetate
State
State

At room temperature, ethyl indole-3-acetate is typically in a liquid state.

Melting point (Celsius)
25.00
Melting point (Kelvin)
298.20
Boiling point (Celsius)
314.50
Boiling point (Kelvin)
587.60
General information
Molecular weight
203.24g/mol
Molar mass
203.2410g/mol
Density
1.1160g/cm3
Appearence

Ethyl indole-3-acetate is a colorless to pale yellow liquid. It has an aromatic indole-like odor.

Comment on solubility

Solubility of Ethyl 2-(1H-indol-3-yl)acetate

Ethyl 2-(1H-indol-3-yl)acetate, also known as indole acetate, demonstrates a distinct solubility behavior that is influenced by its chemical structure. Understanding its solubility can be quite fascinating:

  • Solubility in Organic Solvents: This compound is generally soluble in organic solvents such as ethanol, methanol, and dichloromethane.
  • Water Solubility: While it is less soluble in water due to its hydrophobic indole ring, it's important to note that some degree of solubility can still occur, especially at elevated temperatures.
  • Influence of pH: The solubility may be affected by the pH of the solution, where lower pH conditions can enhance its solubility due to protonation effects.

As with many compounds, the solubility of ethyl 2-(1H-indol-3-yl)acetate is a crucial aspect for its applications in various fields, especially in pharmaceuticals and organic synthesis. The diverse solubility characteristics enable it to participate in various reactions and processes, making it an essential compound of interest.

Remember, the solubility of compounds not only determines their usability but also their behavior in biological environments and chemical reactions!

Interesting facts

Interesting Facts about Ethyl 2-(1H-indol-3-yl)acetate

Ethyl 2-(1H-indol-3-yl)acetate is an intriguing compound that belongs to a class of molecules known as esters, specifically derived from the combination of an indole molecule with an acetate group. Here's what makes this compound particularly fascinating:

  • Biological Significance: This compound is often studied for its potential biological activities, particularly in medicinal chemistry. Indole derivatives are known for their role in various biological processes and serve as a backbone for many pharmaceutical compounds.
  • Chemical Versatility: Ethyl 2-(1H-indol-3-yl)acetate is versatile in organic synthesis and can act as a building block for more complex organic compounds. Its structure allows it to participate in various chemical reactions, making it valuable in synthetic organic chemistry.
  • Fragrance and Flavor: Many esters are known for their pleasant aromas and flavors. Although not as widely encountered in perfumes as other esters, this compound can potentially be explored for similar applications due to its interesting chemical nature.
  • Research Applications: The indole moiety is of particular interest in cancer research, neuropharmacology, and the development of psychoactive substances. Compounds like ethyl 2-(1H-indol-3-yl)acetate may contribute to the ongoing exploration of indole derivatives in these critical areas.

As a student of chemistry or a scientist, delving into the world of ethyl 2-(1H-indol-3-yl)acetate opens the door to not only understanding the chemical properties but also appreciating its broader implications in the fields of pharmaceuticals, biochemistry, and material science.

In the words of renowned chemist Robert H. Grubbs, "Synthesis is the art of the chemist," and exploring compounds like this can lead to innovative discoveries and applications that may benefit society.


Synonyms
778-82-5
Ethyl indole-3-acetate
Indole-3-acetic acid ethyl ester
Ethyl indol-3-ylacetate
1H-Indole-3-acetic acid, ethyl ester
IAA Ethyl Ester
INDOLE-3-ACETIC ACID, ETHYL ESTER
Ethyl beta-indolylacetate
Ethyl .beta.-indolylacetate
NSC 38002
AOI4KJ3VH2
EINECS 212-296-0
BRN 0171682
AI3-52421
NSC-38002
DTXSID80228422
ETHYL 1H-INDOLE-3-ACETATE
5-22-03-00067 (Beilstein Handbook Reference)
ETHYL 2-(INDOL-3-YL)ACETATE
ETHYL (1H-INDOL-3-YL)ACETATE
3-((ETHOXYCARBONYL)METHYL)INDOLE
(1H-INDOL-3-YL)ACETIC ACID ETHYL ESTER
DTXCID00150913
212-296-0
inchi=1/c12h13no2/c1-2-15-12(14)7-9-8-13-11-6-4-3-5-10(9)11/h3-6,8,13h,2,7h2,1h
Ethyl 3-indoleacetate
ethyl 2-(1H-indol-3-yl)acetate
Ethyl 1H-indol-3-ylacetate
MFCD00005635
3-Indolyl acetic acid-ethyl ester
Ethyl3-indoleacetate
Ethyl 3-indolylacetate
ethyl_indole_acetate
UNII-AOI4KJ3VH2
3-Ethoxycarbonylmethylindole
ethyl (indol-3-yl)acetate
Ethyl 2-(3-Indolyl)acetate
MLS000046040
SCHEMBL361312
CHEMBL232508
3-Indoleacetic Acid Ethyl Ester
CHEBI:166543
HMS1646E14
HMS2453N05
BCP27185
NSC38002
AKOS002143418
CCG-200260
CS-W015454
FE10765
AC-25078
DS-15297
SMR000031649
SY030114
(1H-Indol-3-yl)-acetic acid ethyl ester
DB-003640
E0878
EU-0063460
NS00037958
SR-01000581432
SR-01000581432-1
8FC0C3C9-3E4B-4BEE-9952-3F1C1BF172AB