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Indole

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Identification
Molecular formula
C8H7N
CAS number
120-72-9
IUPAC name
indole
State
State

At room temperature, indole is found in a crystalline solid state. It readily sublimes, and its vapors contribute to its characteristic intense smell.

Melting point (Celsius)
52.50
Melting point (Kelvin)
325.65
Boiling point (Celsius)
253.70
Boiling point (Kelvin)
526.85
General information
Molecular weight
117.15g/mol
Molar mass
117.1510g/mol
Density
1.2200g/cm3
Appearence

Indole is a solid that generally appears as a colorless to yellow crystalline substance. It possesses a distinct, sharp aroma often described as quite intense and is characteristic of certain floral or fecal-like notes at higher concentrations.

Comment on solubility

Solubility of Indole (C8H7N)

Indole is a fascinating compound with unique solubility characteristics. It is known for being:

  • Slightly soluble in water: Indole has a limited solubility in water, with a solubility of approximately 0.1 g/100 mL at room temperature. This is primarily due to its hydrophobic aromatic ring, which does not interact favorably with water molecules.
  • More soluble in organic solvents: Indole exhibits much higher solubility in organic solvents such as:
    • Ethyl acetate
    • Benzene
    • Ethanol
    • Chloroform
  • Dependent on temperature: The solubility of indole can increase with temperature, meaning that heating the solvent can enhance its ability to dissolve the compound.

In summary, while indole is only sparingly soluble in water, it readily dissolves in a variety of organic solvents, making it an interesting compound for various applications in chemical research and development.

Interesting facts

Interesting Facts About Indole

Indole is a fascinating organic compound known for its aromatic properties and significant roles in various fields, including chemistry, biology, and even medicine. Here are some captivating insights into this compound:

  • Cultural Relevance: Indole is not just a staple in the world of chemistry; it appears in numerous natural substances, including tryptophan, an essential amino acid that is a precursor to serotonin, a neurotransmitter that regulates mood.
  • Fragrance and Flavor: This compound is responsible for a distinct floral scent, which leads to its use in perfumery. Additionally, it can impart a unique taste and aroma in some food items, providing depth and complexity.
  • Role in Nature: Indole and its derivatives are vital in plant biology. They serve as signaling molecules, promoting growth and developing essential processes such as root formation.
  • Pharmaceutical Applications: Due to its diverse biological activity, indole has attracted attention in medicinal chemistry, leading to the synthesis of various pharmaceuticals, including those that target cancer and neurodegenerative diseases.
  • Biological Significance: The presence of indole in the human microbiome highlights its importance in gut health. Certain bacteria can produce indole from tryptophan, enhancing the balance of gut flora.

As a compound with deep connections to both nature and human health, indole continues to be a subject of study for scientists seeking to unlock its many secrets.

In summary, indole stands as a testament to the intricate connections between chemical compounds and the world around us, opening doors to new discoveries and applications across various disciplines.

Synonyms
indole
1H-Indole
120-72-9
2,3-Benzopyrrole
Indol
1-Benzazole
Ketole
1-Azaindene
Benzopyrrole
2,3-Benzopyrole
Indole (natural)
Caswell No. 498B
1-Benzo(b)pyrrole
Indol [German]
FEMA No. 2593
CCRIS 4421
HSDB 599
EPA Pesticide Chemical Code 025000
1H-Benzo[b]pyrrole
MFCD00005607
Benzo[b]pyrrole
AI3-01540
NSC 1964
EINECS 204-420-7
UNII-8724FJW4M5
INDOLUM
DTXSID0020737
CHEBI:16881
8724FJW4M5
NSC-1964
CHEMBL15844
DTXCID40737
Indole 100 microg/mL in Acetonitrile
NCGC00167539-01
INDOLE (USP-RS)
INDOLE [USP-RS]
IND
CAS-120-72-9
benzazole
mono-indole
1-H-indole
Indole, 7
Indole (8CI)
1H-Indole (9CI)
INDOLUM [HPUS]
INDOLE [FHFI]
INDOLE [HSDB]
INDOLE [FCC]
INDOLE [MI]
Indole, >=99%
SCHEMBL698
bmse000097
Indole, analytical standard
Indole, >=99%, FG
WLN: T56 BMJ
BIDD:GT0304
SCHEMBL940818
INDOLE BENZO-PYRROLE
SCHEMBL1921769
SCHEMBL9559244
NSC1964
185l
BCP27232
STR01201
Tox21_112536
Tox21_201677
Tox21_302937
BBL011739
BDBM50094702
s6358
STL163380
Indole, 3-Benzopyrrole, 1-benzazole
AKOS000119629
Tox21_112536_1
AT36838
CG-0501
CS-W001132
DB04532
HY-W001132
Indole, puriss., >=98.5% (GC)
NCGC00167539-02
NCGC00167539-03
NCGC00256348-01
NCGC00259226-01
BP-10563
DS-011308
I0021
NS00010849
EN300-18285
C00463
SBI-0653862.0001
Q319541
SR-01000944736
SR-01000944736-1
Z57833933
F2190-0647
InChI=1/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9
204-420-7
82451-55-6