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Lepidine

From Wikipedia, the free encyclopedia
Lepidine
Names
Preferred IUPAC name
4-Methylquinoline
Other names
Lepidine
Identifiers
3D model (JSmol)
110926
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.032 Edit this at Wikidata
EC Number
  • 207-734-2
UNII
  • Cc1ccnc2ccccc12
Properties
C10H9N
Molar mass 143.19 g/mol
Appearance Colorless liquid
Density 1.083 g/ml
Melting point 9 to 10°C (48 to 50°F; 282 to 283K)
Boiling point 261 to 263°C (502 to 505°F; 534 to 536K)
Except where otherwise noted, data are given for materials in their standard state (at 25°C [77°F], 100kPa).
Chemical compound

Lepidine, or 4-methylquinoline, is an organic compound with the formula C9H6NCH3. It is one of the two commercially important methyl quinolines. It is a colorless liquid, although impure samples can appear yellow.

Its methyl group is fairly acidic, allowing for condensations to occur at this position, especially when the nitrogen is quaternized. It is used in the preparation of cyanine dyes.[1]

Oxidation with selenium dioxide gives the aldehyde 4-formylquinoline [wd ].[2]

See also

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References

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  1. Berneth, Horst (2008). "Methine Dyes and Pigments". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a16_487.pub2. ISBN 978-3527306732.
  2. H. A. Riley, A. R. Gray (1935). "Phenylglyoxal". Organic Syntheses. 15: 67. doi:10.15227/orgsyn.015.0067 .

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