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Ethyl 5-methoxyindole-2-carboxylate

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Identification
Molecular formula
C12H13NO3
CAS number
13220-57-0
IUPAC name
ethyl 5-methoxy-1H-indole-2-carboxylate
State
State

This compound is typically found as a solid at room temperature.

Melting point (Celsius)
57.00
Melting point (Kelvin)
330.15
Boiling point (Celsius)
318.00
Boiling point (Kelvin)
591.15
General information
Molecular weight
219.23g/mol
Molar mass
219.2340g/mol
Density
1.2300g/cm3
Appearence

Ethyl 5-methoxyindole-2-carboxylate appears as a crystalline solid. The color can vary depending on purity but generally ranges in shades of white to off-white.

Comment on solubility

Solubility of Ethyl 5-methoxy-1H-indole-2-carboxylate

The solubility of ethyl 5-methoxy-1H-indole-2-carboxylate, with its complex structure, can vary significantly based on the solvent utilized. Here are some critical points to consider:

  • Polarity of Solvent: This compound is likely to display better solubility in polar organic solvents such as ethanol or methanol, due to the presence of the carboxylate group that can engage in hydrogen bonding.
  • Water Solubility: Its solubility in water is expected to be limited because of the hydrophobic characteristics of the ethyl group combined with the indole structure. Quote: "Like dissolves like" — this principle suggests that non-polar compounds will not be soluble in polar solvents.
  • Temperature Dependence: The solubility may increase with temperature, which is often the case for organic compounds, making higher temperatures favorable for dissolving this compound in appropriate solvents.

Overall, factors such as temperature, solvent polarity, and the specific nature of the chemical structure will dictate the solubility behavior of ethyl 5-methoxy-1H-indole-2-carboxylate. Understanding these factors is crucial for practical applications in various chemical processes.

Interesting facts

Interesting Facts about Ethyl 5-Methoxy-1H-Indole-2-Carboxylate

Ethyl 5-methoxy-1H-indole-2-carboxylate is a fascinating compound that has garnered attention in various fields of research. Here are some noteworthy insights:

  • Unique Structure: This compound belongs to the indole family, a structure that is pivotal in many biological systems. Its intricate framework features both the indole core and a carboxylate moiety, contributing to its diverse chemical properties.
  • Biological Significance: Compounds like ethyl 5-methoxy-1H-indole-2-carboxylate exhibit potential biological activities. Research has indicated that indole derivatives possess interesting pharmacological properties, including anti-inflammatory and anticancer effects.
  • Research Applications: It plays a vital role in the synthesis of other complex molecules, making it a valuable intermediate in organic chemistry and drug development.
  • Flavor and Fragrance: Ethyl esters are often associated with pleasant aromas. Compounds like this can be explored in the context of flavor chemistry, contributing to the development of new scents and tastes.
  • Natural Occurrence: Indole derivatives are commonly found in nature, particularly in plants and animals, indicating their importance in biochemistry and ecology.

In conclusion, ethyl 5-methoxy-1H-indole-2-carboxylate represents a captivating intersection of organic chemistry, pharmacology, and natural product research. Its potential applications and intriguing structure make it a significant compound worthy of further exploration.

Synonyms
4792-58-9
Ethyl 5-methoxyindole-2-carboxylate
ethyl 5-methoxy-1H-indole-2-carboxylate
5-Methoxyindole-2-carboxylic acid ethyl ester
Ethyl 5-methoxy-2-indolecarboxylate
UNII-D63U367GNZ
NSC 30929
BRN 0178104
D63U367GNZ
Methoxy-5 indole carboxylate d'ethyle-2
INDOLE-2-CARBOXYLIC ACID, 5-METHOXY-, ETHYL ESTER
5-METHOXY-2-CARBETHOXYINDOLE
NSC-30929
Methoxy-5 indole carboxylate d'ethyle-2 [French]
DTXSID30197351
5-22-05-00181 (Beilstein Handbook Reference)
DTXCID40119842
inchi=1/c12h13no3/c1-3-16-12(14)11-7-8-6-9(15-2)4-5-10(8)13-11/h4-7,13h,3h2,1-2h
npiuaxnfaugnhp-uhfffaoysa-n
Ethyl5-methoxyindole-2-carboxylate
1H-Indole-2-carboxylic acid, 5-methoxy-, ethyl ester
MFCD00047163
5-methoxy-1H-indole-2-carboxylic acid ethyl ester
MLS000071430
SMR000038189
5-MeO-ICA-OEt
NSC30929
Oprea1_242778
SCHEMBL75327
2-carbethoxy-5-methoxyindole
cid_20926
CHEMBL1366214
BDBM39434
HMS2278K12
ALBB-004406
BBL012858
STK501706
ethyl 5-methoxy-indole-2-carboxylate
AKOS000264906
CS-W014763
NCGC00018444-01
NCGC00018444-02
DS-14883
SY078933
DB-008602
EN300-160218
Q27276153
5-Methoxyindole-2-carboxylic acid ethyl ester, crystalline