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Tryptophol

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Identification
Molecular formula
C10H11NO
CAS number
526-55-6
IUPAC name
2-(1H-indol-3-yl)ethanol
State
State

At room temperature, tryptophol is typically a liquid, which may become more viscous or even solid if cooled to temperatures nearing its melting point.

Melting point (Celsius)
40.00
Melting point (Kelvin)
313.15
Boiling point (Celsius)
127.00
Boiling point (Kelvin)
400.15
General information
Molecular weight
161.20g/mol
Molar mass
161.1990g/mol
Density
1.2142g/cm3
Appearence

Tryptophol appears as a colorless to pale yellow liquid. It has a floral odor and is typically clear or slightly cloudy. Over time, if exposed to light and air, it may develop a darker color or form solid aggregates.

Comment on solubility

Solubility of 2-(1H-indol-3-yl)ethanol

2-(1H-indol-3-yl)ethanol, with its structural complexity, exhibits intriguing solubility properties that are influenced by its aromatic indole group and the alcohol moiety. Generally, the solubility of this compound can be summarized as follows:

  • Solubility in Water: The presence of the hydroxyl (-OH) group suggests that 2-(1H-indol-3-yl)ethanol can engage in hydrogen bonding with water molecules, enhancing its solubility in polar solvents.
  • Solubility in Organic Solvents: Given the aromatic characteristics and non-polar nature of the indole structure, this compound is likely more soluble in non-polar or less polar organic solvents such as ethanol, methanol, and chloroform.
  • pH Dependence: The solubility may further be affected by the pH of the solution, as ionization can occur under certain conditions, leading to variations in solubility.

It is important to note that the actual solubility can vary based on temperature and specific solvent interactions. As stated, "the solubility of a compound is a holistic property that encapsulates the balance between structural features and solvent characteristics," making 2-(1H-indol-3-yl)ethanol a compound of interest for further solubility studies.

Interesting facts

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

2-(1H-indol-3-yl)ethanol, a fascinating compound, belongs to the class of indoles which are known for their complex structures and diverse biological activities. Here are some intriguing aspects of this compound:

  • Biological Significance: Indole derivatives, including this compound, have been studied extensively for their roles in various biological functions. They're known to exhibit anti-cancer, anti-inflammatory, and anti-microbial properties.
  • Structural Intrigue: The unique structure of 2-(1H-indol-3-yl)ethanol includes an indole moiety attached to an ethanol group, which can enable interactions with various biological systems, potentially altering pathways related to neurotransmitters.
  • Research Applications: Ongoing research investigates how compounds like 2-(1H-indol-3-yl)ethanol can modulate neuronal activity, especially in relation to serotonin pathways. This poses implications for developing therapeutic agents for mood disorders.
  • Synthesis Highlights: The synthesis of this compound often involves creative organic reactions. It can be produced through straightforward methods that maintain the integrity of its indole structure, making it a subject of interest in organic chemistry labs.
  • Natural Occurrence: Certain compounds related to indoles, including this ethanol derivative, can be found in various plants. Their natural biosynthesis is a testament to the adaptability of nature in using complex structures for survival.

In summary, 2-(1H-indol-3-yl)ethanol is not just a chemical compound; it represents a bridge between chemistry and biology, providing insight into potential therapeutic avenues and natural phenomena.

Synonyms
Tryptophol
526-55-6
Indole-3-ethanol
3-(2-Hydroxyethyl)indole
1H-Indole-3-ethanol
3-Indoleethanol
2-(1H-Indol-3-yl)ethanol
3-Indolylethanol
Indoleethanol
Indole ethanol
2-(3-Indolyl)ethanol
Ethanol, 2-indol-3-yl-
1H-Indolyl-3-ethanol
ETHANOL, 3-INDOLYL-
3-(beta-Hydroxyethyl)indole
NSC 3884
2-(indol-3-yl)ethanol
EINECS 208-393-2
BRN 0125553
CHEBI:17890
5809LZ7G1U
TRYPTOPHOL [MI]
NSC-3884
2-INDOLYL(3)-ETHANOL
DTXSID2060173
.BETA.-INDOLYLETHYL ALCOHOL
3-.BETA.-HYDROXYETHYLINDOLE
5-21-03-00061 (Beilstein Handbook Reference)
2-(3-INDOLYL)ETHYL ALCOHOL
3-.OMEGA.-HYDROXYETHYLINDOLE
3-beta-hydroxyethylindole
3-omega-hydroxyethylindole
3Indolylethanol
Indole3ethanol
1HIndole3ethanol
betaIndol3ylethanol
Ethanol, 3indolyl
1H3Indole3ethanol
2(3Indolyl)ethanol
2Indolyl(3)ethanol
Ethanol, 2indol3yl
3betaHydroxyethylindole
3omegaHydroxyethylindole
betaIndolylethyl alcohol
3(2Hydroxyethyl)indole
Indole3ethanol (8CI)
3(betaHydroxyethyl)indole
2(3Indolyl)ethyl alcohol
Indole-3-ethanol (8CI)
BETA-INDOLYLETHYL ALCOHOL
DTXCID1041219
2-(1h-indol-3-yl)ethan-1-ol
beta-Indol-3-ylethanol
2-(1H-Indol-3-yl)-ethanol
IEA
Maybridge1_002422
MFCD00005659
.beta.-(3-Indole)ethanol
3-(.beta.-Hydroxyethyl)indole
UNII-5809LZ7G1U
3-indolethanol
Tryptaphol, 6
ZCW
(indol-3-yl)ethanol
2-(3-Indolylethanol
b-(3-Indole)ethanol
beta-(3-Indole)ethanol
3-(b-Hydroxyethyl)indole
2-(indol-3-yl)-ethanol
bmse000473
3-(2-Hydroxyethyl) Indole
MLS001250154
DivK1c_001174
SCHEMBL196126
2-(3-INDOLE)ETHANOL
WLN: T56 BMJ D2Q
CHEMBL226545
ISUPSL100239
BDBM92686
HMS548G02
MBBOMCVGYCRMEA-UHFFFAOYSA-
2-(1H-Indol-3-yl)ethanol #
NSC3884
3-(2-Hydroxy-ethyl)-1H-indole
3-(2-Hydroxyethyl)indole, 97%
HMS2270O23
BCP15412
BBL027534
s4858
STL382051
AKOS002666320
AC-3286
CCG-266289
CS-W010871
FT30497
HY-W010155
SB14961
CDS1_000134
NCGC00247328-01
930395-07-6
AS-15780
SMR000686021
SY004666
DB-007578
DB-345928
I0030
NS00014703
EN300-70080
C00955
AE-508/40182784
Q5479351
Z1123806416
3-(2-Hydroxyethyl)indole, Vetec(TM) reagent grade, 97%
08DD2DF3-02E7-44DC-9714-864651873577
Indole-3-ethanol; 3-(2-Hydroxyethyl)indole; 3-(beta-Hydroxyethyl)indole
InChI=1/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2