Indole
Chemical compound / From Wikipedia, the free encyclopedia
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Indole is an organic compound with the formula C6H4CCNH3. Indoles are derivatives of indole where one or more H's have been replaced by other groups. Indole is classified as an aromatic heterocycle. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indoles are widely distributed in nature, most notably as amino acid tryptophan and neurotransmitter serotonin.[2]
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
1H-Indole[1] | |
Other names
2,3-Benzopyrrole, ketole, 1-benzazole | |
Identifiers | |
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3D model (JSmol) |
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3DMet | |
107693 | |
ChEBI | |
ChEMBL | |
ChemSpider |
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DrugBank | |
ECHA InfoCard | 100.004.019 |
EC Number |
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3477 | |
KEGG |
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PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C8H7N | |
Molar mass | 117.151 g·mol−1 |
Appearance | White solid |
Odor | Feces or jasmine like |
Density | 1.1747 g/cm3, solid |
Melting point | 52 to 54 °C (126 to 129 °F; 325 to 327 K) |
Boiling point | 253 to 254 °C (487 to 489 °F; 526 to 527 K) |
0.19 g/100 ml (20 °C) Soluble in hot water | |
Acidity (pKa) | 16.2 (21.0 in DMSO) |
Basicity (pKb) | 17.6 |
-85.0·10−6 cm3/mol | |
Structure | |
Pna21 | |
Planar | |
2.11 D in benzene | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards |
Skin sensitising |
GHS labelling: | |
Danger | |
H302, H311 | |
P264, P270, P280, P301+P312, P302+P352, P312, P322, P330, P361, P363, P405, P501 | |
Flash point | 121 °C (250 °F; 394 K) |
Safety data sheet (SDS) | |
Related compounds | |
Other cations |
Indolium |
Related aromatic compounds |
benzene, benzofuran, carbazole, carboline, indene, benzothiophene, indoline, isatin, methylindole, oxindole, pyrrole, skatole, benzophosphole |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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