Jump to content

Indole

From Simple English Wikipedia, the free encyclopedia
Indole
Skeletal formula with numbering scheme
Space-filling model of indole
Names
Preferred IUPAC name
1H-Indole[1]
Other names
2,3-Benzopyrrole, ketole,
1-benzazole
Identifiers
  • 120-72-9 checkY
3D model (JSmol)
3DMet
Beilstein Reference 107693
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.019
EC Number
  • 204-420-7
Gmelin Reference 3477
KEGG
RTECS number
  • NL2450000
UNII
  • C12=C(C=CN2)C=CC=C1
Properties
C8H7N
Molar mass 117.15 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
Main hazards Skin sensitising
Related compounds
Other cations {{{value}}}
Related {{{label}}} {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Indole (a blending of the terms indigo and oleum) is an organic compound. The chemical can be found in many places in nature. It can be produced by bacteria. At room temperature, indole is a solid.

Indole is found in some vegetables. They include broccoli, cauliflower and cabbage.[2] It is also in human feces. It has a strong fecal odor. In low concentration indole has a flowery smell. Indole is in perfumes.[3]

[change | change source]

References

[change | change source]
  1. ↑ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 213. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ↑ "Indole as Defined". The National Cancer Institutes. Retrieved December 26, 2021.
  3. ↑ "Olefactory Perception with Humans". The National Centers for Biotechnology Information. Retrieved December 26, 2021.

General references

[change | change source]
  • Houlihan, W. J., ed. (1972). Indoles Part One. New York: Wiley Interscience.[ISBN missing]
  • Sundberg, R. J. (1996). Indoles. San Diego: Academic Press. ISBN 978-0-12-676945-6.
  • Joule, J. A.; Mills, K. (2000). Heterocyclic Chemistry. Oxford, UK: Blackwell Science. ISBN 978-0-632-05453-4.
  • Joule, J. (2000). E. J., Thomas (ed.). Science of Synthesis. Vol. 10. Stuttgart: Thieme. p. 361. ISBN 978-3-13-112241-4.
  • Schoenherr, H.; Leighton, J. L. (2012). "Direct and Highly Enantioselective Iso-Pictet-Spengler Reactions with α-Ketoamides: Access to Underexplored Indole Core Structures". Org. Lett. 14 (10): 2610–3. doi:10.1021/ol300922b. PMID 22540677.

Other websites

[change | change source]
Wikimedia Commons has media related to 1H-Indole.


Retrieved from "https://simple.wikipedia.org/w/index.php?title=Indole&oldid=9267101"