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Indole-3-carboxaldehyde

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Identification
Molecular formula
C9H7NO
CAS number
487-89-8
IUPAC name
1H-indole-3-carbaldehyde
State
State

At room temperature, indole-3-carboxaldehyde exists in a solid state. It is usually handled as a fine, powdery substance, which may require careful handling to avoid airborne dispersal.

Melting point (Celsius)
196.00
Melting point (Kelvin)
469.15
Boiling point (Celsius)
307.00
Boiling point (Kelvin)
580.15
General information
Molecular weight
145.15g/mol
Molar mass
145.1520g/mol
Density
1.2200g/cm3
Appearence

Indole-3-carboxaldehyde often appears as a beige to light brown solid powder. Due to its aromatic structure, it may exhibit some crystalline properties but is generally amorphous in nature.

Comment on solubility

Solubility of 1H-indole-3-carbaldehyde

1H-indole-3-carbaldehyde, a compound with the formula C9H7NO, exhibits notable solubility characteristics that are important in many applications.

Solubility Profile

  • Polar Solvents: 1H-indole-3-carbaldehyde is generally soluble in polar organic solvents such as methanol, ethanol, and acetonitrile. This is due to the presence of the aldehyde functional group, which can engage in hydrogen bonding.
  • Non-Polar Solvents: In contrast, it shows limited solubility in non-polar solvents such as hexane and toluene. This is primarily a result of its polar characteristics that do not favor interactions with non-polar substances.
  • Water Solubility: The solubility of 1H-indole-3-carbaldehyde in water is typically low. While it can dissolve to some extent, it does not exhibit a high degree of solubility, often requiring the use of co-solvents to improve dissolution.

In conclusion, when considering the use of 1H-indole-3-carbaldehyde in synthetic applications or biological studies, it is essential to take these solubility properties into account. As a rule of thumb, polar environments will enhance the solubility of this compound, making it more accessible for various chemical reactions and processes.

Interesting facts

Interesting Facts About 1H-Indole-3-carbaldehyde

1H-Indole-3-carbaldehyde is a fascinating compound that belongs to the indole family, which is renowned for its presence in various natural products and biological systems. Here are some intriguing aspects of this compound:

  • Biological Significance: This compound plays a vital role in the synthesis of several important natural products, such as tryptophan derivatives, which are crucial for protein synthesis and neurotransmitter function.
  • Fluorescent Properties: 1H-Indole-3-carbaldehyde exhibits interesting fluorescent properties that make it a candidate for use in organic light-emitting diodes (OLEDs) and other optoelectronic devices.
  • Reactivity: The aldehyde functional group in 1H-Indole-3-carbaldehyde contributes to its reactivity, facilitating various chemical reactions, including nucleophilic additions and condensation reactions, which are valuable in organic synthesis.
  • Research Applications: This compound is being studied for its potential applications in medicinal chemistry, particularly in the development of new anti-cancer agents and other therapeutic compounds.
  • Versatile Intermediary: It serves as a versatile building block in the synthesis of more complex indole-based compounds, allowing chemists to explore various derivative structures.

As a compound that bridges the gap between fundamental chemistry and applied sciences, 1H-Indole-3-carbaldehyde continues to capture the interest of both researchers and students alike. Its multifaceted nature and wide range of applications make it a subject of ongoing investigation and discovery.

Synonyms
INDOLE-3-CARBOXALDEHYDE
1H-Indole-3-carbaldehyde
1H-Indole-3-carboxaldehyde
3-Formylindole
Indole-3-carbaldehyde
EINECS 207-665-8
UNII-7FN04C32UO
BRN 0114117
AI3-52407
NSC-10118
DTXSID5060069
CHEBI:28238
OLNJUISKUQQNIM-UHFFFAOYSA-
5-21-08-00246 (Beilstein Handbook Reference)
Indole3aldehyde
3Formylindole
betaIndolylaldehyde
Indole3carbaldehyde
Indol3carboxaldehyde
1HIndole3carboxaldehyde
INDOLE3CARBOXYALDEHYDE
DTXCID8040640
inchi=1/c9h7no/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10h
olnjuiskuqqnim-uhfffaoysa-n
487-89-8
Indole-3-aldehyde
3-Indolecarbaldehyde
INDOLE-3-CARBOXYALDEHYDE
Indol-3-carboxaldehyde
beta-Indolylaldehyde
3-Indolecarboxaldehyde
3-Indolealdehyde
MFCD00005622
Indol-3-carbaldehyde
4877-89-8
NSC 10118
3-indolylformaldehyde
.beta.-Indolylaldehyde
1H-indole-3-aldehyde
1228547-52-1
7FN04C32UO
CHEMBL147741
3-Formylindol
3-indolemethanal
Indol-3-carbaldehyd
3-Formyl-1H-indole
b-Indolylaldehyde
3-formyl indole
3-formyl-indole
A-Indolylaldehyde
Indol-3-aldehyde
3-indole aldehyde
indole-3-carboaldehyde
indole 3-carboxaldehyde
Indole-3-carboxaldehyde (3-Formylindole)
I3CHO
I3CA
1H-indole-3-carbaldehyd
indole-3-carboxy-aldehyde
1H-Indole-3-carboxaldehde
bmse000645
SCHEMBL56373
Indole-3-carboxaldehyde, 97%
INDOLE-3-CARBINOL_met006
BCP00081
NSC10118
BDBM50182880
STK387546
AKOS000119898
CS-W007376
FI05903
HY-W007376
PS-5323
SB14957
NCGC00161738-01
NCGC00161738-02
AC-23425
DB-011568
A7354
I0027
NS00031825
EN300-16816
C08493
AB00443651-03
Indole-3-carboxaldehyde, purum, >=98.0% (T)
A827605
AG-205/01412034
CU-00000000108-1
Q27103575
Z56785575
F0918-0115
3-Indolylformaldehyde, 3-Formylindole, Indole-3-carbaldehyde
1H-Indole-3-carbaldehyde;3-Formylindole;3-Indolylformaldehyde;b-Indolylaldehyde
1H-indole-3-carbaldehyde1H-Indole-3-carboxaldehyde487-89-8246045-99-8.beta.-IndolylaldehydeIndole-3-carbaldehydeIndole-3-carboxaldehyde57210_FLUKA129445_ALDRICHZINC00087959SBB004120BAS 07339836C084933